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Best Short term and Weekly rentals in Massachusetts

Generous 6br Milton Getaway - Pet-friendly Near I-93 & Blue Hills 172 - Massachusetts
Massachusetts
15 6
$1377/nightfor 1 night

Generous 6br Milton Getaway - Pet-friendly Near I-93 & Blue Hills 172

apartment - Milton
This spacious 6-bedroom apartment in Milton is located 6 miles from the Boston Museum of Fine Arts and 6.4 miles from the JFK Presidential Library & Museum.
This 18,300 square foot residence accommodates up to 45 guests, offering a full kitchen, air conditioning, a terrace, and on-site parking, with pets allowed for a nightly fee.
Dog-friendly Fitchburg Vacation Rental, Hike & Ski - Massachusetts
9.4 29 reviews
Massachusetts
4 2
$200/nighttotal: $1000 (5 )

Dog-friendly Fitchburg Vacation Rental, Hike & Ski

apartment - Fitchburg
This Fitchburg vacation home is conveniently located near Fitchburg State University and the Fitchburg Art Museum, both within 2.8 miles, and less than 6 miles from the Great Wolf Lodge Waterpark.
This 720-square-foot house features two bedrooms, one bathroom, and can comfortably accommodate five guests, offering amenities such as a fully equipped kitchen, in-house laundry, a patio, and a garden.
Newly Finished Guest Haven In Woburn - Massachusetts
9.8 147 reviews
Massachusetts
2 1
$204/nightfor 1 night

Newly Finished Guest Haven In Woburn

apartment - Woburn
This Woburn in-law suite, a private and newly finished apartment, is conveniently located five minutes from Woburn Center, fifteen minutes from Encore Boston Harbor, and twenty minutes from downtown Boston.
This one-bedroom, one-bathroom unit offers a king-size bed, a well-equipped kitchenette with a fridge, freezer, and microwave, parking, internet access, and a smart lock for flexible check-in, accommodating up to two guests.
Ne Historical Mansion-pets And Pet Lovers Welcome - Massachusetts
9.6 309 reviews
Massachusetts
2 2
$162/nightfor 1 night

Ne Historical Mansion-pets And Pet Lovers Welcome

apartment - Holyoke
This 1890 Holyoke manor house, a spacious 1000-square-foot apartment, offers convenient access to I-91 and I-90, placing you minutes from major highways.
The two-bedroom, one-bathroom residence comfortably sleeps four, boasting a fully equipped kitchen, air conditioning, a swimming pool, and private access; resident cats may be present.
Cozy Home 5 With Free Parking. - Massachusetts
9.9 26 reviews
Massachusetts
3 2
$108/nighttotal: $9828 (91 )

Cozy Home 5 With Free Parking.

apartment - Springfield
This stylish one-bedroom apartment is situated in Springfield's downtown district, just a short walk from the Springfield Museum of Art and City Hall Square. The apartment features a modern kitchen with a refrigerator, freezer, microwave oven, and dishwasher, and can comfortably accommodate up to four guests.
Largeduplex10beds W/prkg Near Downton - Massachusetts
9.9 184 reviews
Massachusetts
11 5
$750/nighttotal: $1500 (2 )

Largeduplex10beds W/prkg Near Downton

apartment - Boston
This 5-bedroom apartment is located in Dorchester, a quiet neighborhood just a short distance from Franklin Park Zoo, the University of Massachusetts Boston, and the John F. Kennedy Presidential Library and Museum. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This comfortable rental offers two bathrooms, a living area with a TV, and a fully equipped kitchen with a microwave, dishwasher, and coffee maker. Enjoy outdoor dining on the balcony or terrace, take advantage of the on-site parking, and relax in the garden.
Hyatus Luxury Residences Boston South Bay Designer Collection - Massachusetts
9.0 44 reviews
Massachusetts
24 10
$3018/nighttotal: $9054 (3 )

Hyatus Luxury Residences Boston South Bay Designer Collection

aparthotel - Boston
This Boston aparthotel is situated in the South Bay area, offering a 17-minute walk to Carson Beach and proximity to historical sites like the JFK Presidential Library & Museum and the Boston Tea Party Ship & Museum, both within 2.3 miles.
This spacious 1300-square-foot aparthotel accommodates up to 8 guests with 1 bathroom and features a full kitchen, air conditioning, a swimming pool, fitness center, and free private parking, making it ideal for families and pet owners.
Cozy, 2br Lake-side Retreat And Outdoor Oasis - Massachusetts
9.8 55 reviews
Massachusetts
2 2
$242/nighttotal: $1694 (7 )

Cozy, 2br Lake-side Retreat And Outdoor Oasis

apartment - Groton
This charming cottage is located on Lost Lake in Groton, MA, just 45 minutes from Boston, offering a peaceful escape surrounded by conservation land and a private beach. The cottage has consistently received excellent ratings for its cleanliness, location, and overall experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. Enjoy direct lake access with a private beach and dock, relax on the deck, gather around the fire pit, and explore the lake in the provided canoe.
Bowers House Bnb Harvard Mit Cambridge Boston - Massachusetts
9.2 480 reviews
Massachusetts
2 1
$246/nighttotal: $492 (2 )

Bowers House Bnb Harvard Mit Cambridge Boston

B&B - Somerville
Bowers House Bed and Breakfast is located in Davis Square, Somerville, a short walk from restaurants, shops, and the metro station, making it easy to explore the area and Boston. This charming lodging consistently receives excellent ratings for its cleanliness, location, and overall experience.
The inn features a private room with a bathroom, and can accommodate up to two guests. Enjoy a continental breakfast, relax on the porch, and take advantage of amenities like free parking, air conditioning, and luggage storage.
Charming Loft Minutes From Downtown Northampton - Massachusetts
9.8 8 reviews
Massachusetts
2 1
$124/nighttotal: $3596 (29 )

Charming Loft Minutes From Downtown Northampton

apartment - Northampton
This loft in downtown Florence offers a prime location, steps from Coopers and Pie Bar, and adjacent to the bike path, just under 5 miles from downtown Northampton and Smith College.
This 1-bedroom, 1-bathroom apartment accommodates up to 3 guests and features a new A/C and heat system, complimentary parking, an HDTV with Netflix, and a Bluetooth-connectable surround sound system.
Lakeside Cottage - Massachusetts
10 82 reviews
Massachusetts
4 2
$350/nighttotal: $1750 (5 )

Lakeside Cottage

apartment - Norton
This Norton lakefront cottage offers stunning waterfront views with private dock access, located on a peaceful lake (precise location unspecified).
The two-bedroom, one-bathroom house sleeps four, features a fully equipped eat-in kitchen, gas fireplace, and includes amenities such as air conditioning, a dishwasher, and parking.
A Stylish Stay With A King Bed And Heated Floors #27 - Massachusetts
9.3 3842 reviews
Massachusetts
2 1
$352/nightfor 1 night

A Stylish Stay With A King Bed And Heated Floors #27

aparthotel - Brookline
This aparthotel is located in Brookline, a quiet residential neighborhood just a short distance from Fenway Park and Boston University. The property has excellent ratings for user experience, location, and cleanliness.
This apartment has one bedroom and one bathroom, comfortably accommodating up to two guests. The apartment features a fully equipped kitchen, a private balcony with city views, and amenities such as air conditioning, heated floors, and free Wi-Fi.

Best family friendly Massachusetts Short term rentals

Among the 56068 accommodations in Massachusetts, here are the 4 best family friendly rentals

Elegant 2br - 2ba Oasis With Pool & Gym - Massachusetts
10 6 reviews
Massachusetts
2 2
$320/nighttotal: $9280 (29 )

Elegant 2br - 2ba Oasis With Pool & Gym

apartment - Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor and Assembly Row, a short drive away, and a 14-minute walk from Chelsea Station.
This 1,000-square-foot apartment sleeps six guests comfortably, boasting six bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, a swimming pool, and free Wi-Fi.
Blooming Inn Shelburne Falls - Massachusetts
9.0 344 reviews
Massachusetts
2 1
$138/nighttotal: $552 (4 )

Blooming Inn Shelburne Falls

B&B - Shelburne
Blooming Inn Shelburne Falls, a family-friendly guesthouse in Shelburne Falls, Massachusetts, is located 25 miles from Amherst College and the Beneski Museum of Natural History, and 55 miles from Bradley International Airport.
This recently renovated inn offers air-conditioned rooms with private bathrooms, free Wi-Fi, and amenities including a fridge, microwave, and dishwasher; on-site parking, a terrace, and garden are also available, plus car rentals.
Beautiful Beach House And Guest House By The Beach - Massachusetts
9.8 62 reviews
Massachusetts
3 4
$350/nighttotal: $31850 (91 )

Beautiful Beach House And Guest House By The Beach

apartment - Plymouth
This newly renovated beach house is situated directly across from the beach walkway in White Horse Beach, offering breathtaking ocean views. It has excellent user, location, and cleanliness ratings.
The 1800-square-foot house has 4 bedrooms and can accommodate up to 10 guests. It features a wrap-around porch, a guest house with a porch, a fenced-in yard, and ample parking. Amenities include a kitchen with modern appliances, air conditioning, internet, a terrace, a garden, and outdoor amenities like an enclosed deck and an outdoor shower.
The Crows Nest - 1747 Isaac Pierce House 2nd Floor - Massachusetts
9.8 207 reviews
Massachusetts
2 2
$305/nighttotal: $915 (3 )

The Crows Nest - 1747 Isaac Pierce House 2nd Floor

apartment - Somerset
Somerset Apartment is a charming historic apartment located in a tranquil neighborhood on Main Street, with panoramic river views. It's conveniently situated minutes from major cities and attractions, including Bristol, Newport, Providence, Boston, and the Cape.
The apartment has an excellent user rating, location rating, and cleanliness rating. It offers 1400 square feet of living space with 2 bedrooms, 1 bathroom, and a guest capacity of 6. Amenities include high-speed internet, a 50" Smart TV, a kitchen with modern appliances, air conditioning, a Jacuzzi, a garden, a spa, a tennis court, and parking.

Top cities

Best Massachusetts lodging with a balcony

Family-friendly Townhouse In Wakefield With Garage - Massachusetts
Massachusetts
10 4
$672/nighttotal: $1344 (2 )

Family-friendly Townhouse In Wakefield With Garage

apartment - Wakefield
This 4-bedroom townhome in Wakefield offers a prime North Shore location, just a short distance from Lake Quannapowitt, 15 miles north of Boston via the commuter rail, and within 10 miles of MarketStreet Lynnfield and historic Salem.
This spacious accommodation for up to 10 guests features a fully equipped kitchen, air conditioning, wireless internet, laundry facilities, and an outdoor patio with a BBQ grill, with free on-premises parking including a garage.
Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available! - Massachusetts
8.7 98 reviews
Massachusetts
4 4
$573/nightfor 1 night

Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!

apartment - Cambridge
This Cambridge apartment is conveniently located near Harvard University, Harvard Square, and the Peabody Museum, making it easy to explore the city's cultural attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment has four bedrooms, comfortably accommodating up to 15 guests, making it ideal for families or groups. Enjoy modern amenities such as air conditioning, a fully equipped kitchen, a private terrace, and free parking and Wi-Fi.
Modern Two Bedroom Condo - Near Boston - Massachusetts
9.2 24 reviews
Massachusetts
3 3
$412/nighttotal: $2884 (7 )

Modern Two Bedroom Condo - Near Boston

apartment - Stoneham
This 2-bedroom apartment is located in the heart of Stoneham, Massachusetts, within easy reach of popular landmarks such as Woburn Mall, Harvard University, and Harvard Square. It has received excellent user ratings. The apartment offers a spacious layout, a fully equipped kitchen, and a balcony. Guests can enjoy access to a water park and a garden within the condo building.
Light-filled Treetop Apartment Close To Downtown Greenfield And Highland Park - Massachusetts
9.8 10 reviews
Massachusetts
2 2
$383/nightfor 1 night

Light-filled Treetop Apartment Close To Downtown Greenfield And Highland Park

apartment - Greenfield Town
This apartment offers a secluded setting within a historic Victorian mansion on a hill, located just a few blocks from downtown Greenfield, providing proximity to nature trails and wildlife sanctuaries.
This one-bedroom, one-bathroom unit accommodates up to four guests and features a microwave, dishwasher, air conditioning, and a terrace, with access to a garden, pond, and wetlands on the property.

Frequently Asked Questions about short term rentals in Massachusetts

  • What attractions should one visit during a week-long stay in Massachusetts?

    A week in Massachusetts offers a taste of New England! Start in Boston, exploring historical sites like Faneuil Hall, the Freedom Trail, and the Boston Tea Party Ships & Museum. Then, head to Salem to delve into its witch history at the Salem Witch Museum and the Witch History Museum. Consider a day trip to Plymouth to learn about the Pilgrims at Plimoth Patuxet Museums. For nature, visit the Berkshires, exploring charming towns like Lenox and Stockbridge, and hiking in the stunning natural landscapes. Don't forget to enjoy some of Boston's fantastic seafood!
  • What are the best short term rentals in Massachusetts?

  • What types of short-term rentals are available in Massachusetts?

    When you are planning to book short-term rentals in Massachusetts you can browse through the wide range of options you can find. These rental apartments and condos are better than hotel rooms especially if you prefer comfort and privacy. Also, if you are travelling with your pet you can find pet-friendly short-term rentals which make things easier and more convenient. These rental properties are available in the neighbourhood of your choice and therefore you can stay as and when you like. When you book these short-term rental properties you can also get all modern kitchen and bathroom facilities and amenities that make your holiday experiences better.
  • What attractions should one visit when spending a month in Massachusetts?

    A month gives you time for a deeper dive! Beyond Boston and Salem, explore the Cape Cod National Seashore, enjoying its beaches and charming towns like Provincetown and Chatham. Visit the islands of Martha's Vineyard and Nantucket, known for their beautiful scenery and upscale charm. Explore the Berkshires more thoroughly, perhaps taking in a performance at Tanglewood. Consider visiting the Harvard University campus in Cambridge and exploring its museums. For history buffs, the John F. Kennedy Presidential Library and Museum in Boston is a must. Drive the scenic Mohawk Trail in the western part of the state. A month allows for a truly comprehensive experience of Massachusetts' diverse offerings.
  • What are the best short term rentals with a pool in Massachusetts?

  • What are the best kid-friendly attractions in Massachusetts?

    1. Six Flags New England - When you have kids with you Six Flags New England is one of the top attractions in Massachusetts. This is where you can provide your kids with a fun-filled day of activities and adventure and games and thrilling rides.

    2. W. Russell Blake Planetarium - If your kid has an interest in the solar system and space you can head to W. Russell Blake Planetarium where kids can enjoy 4K full dome movies and gaze at a ceiling filled with stars and galaxies and planets.

    3. Worcester Art Museum - Kids love activities and Worcester Art Museum is the best place which allows kids to engage and learn through interactive exhibits.
  • Can visitors to Massachusetts witness any unique natural cycles, like cherry blossom season or autumn colors?

    Absolutely! Massachusetts boasts vibrant autumn foliage typically peaking in October, varying slightly by location. The Berkshires are particularly stunning during this time. Cherry blossoms are less prominent than in some other regions, but you can find displays in various parks and gardens across the state, usually in late April or early May.
  • What are the best short term rentals with a jacuzzi in Massachusetts?

  • What's the best place to stay close to Boston?

    If you do not want to stay in Boston you can choose to stay in Brookline where you can find plenty of accommodation options. You can find hotels and rentals which allow you to stay as and when you prefer. Brookline is a part of the Boston Metropolitan Area and it borders six neighbourhoods of Boston which makes it a great place to stay close to the city centre. You can connect to Boston and also explore other places outside the city. Hence, this provides you with a great option to explore Massachusetts at your convenience and choice.
  • What are the most meaningful ways to engage with locals and discover the culture in Massachusetts?

    Attend local events and festivals. Many towns and cities host farmers' markets where you can interact with vendors and sample regional produce. Visit local breweries and distilleries for a taste of the craft beverage scene and a chance to chat with the people who make them. Explore smaller towns outside of major cities to experience a more authentic New England feel. Consider taking a cooking class focused on New England cuisine.
  • What are the best short term rentals for families and kids in Massachusetts?

  • What are the best shopping malls in Massachusetts?

    1. Natick Mall - When you are shopping in Massachusetts you want to shop at Natick Mall which is one of the premier shopping destinations in Greater Boston. This is one of the largest shopping malls in Boston and the surrounding areas.

    2. Assembly Square - If you are looking for hours of shopping experience for top brands you want to head to Assembly Square where you can find a wide range of variety in terms of products.

    3. Patriot Place - If you are looking for a family-friendly place where you can do more than just shopping you can head to Patriot Place. This is where you can shop, dine and even watch movies and go for bowling activities.
  • Are there any distinctive cultural activities or hands-on workshops in Massachusetts?

    Yes! Consider a glassblowing workshop at a local studio, a pottery class, or a quilting workshop. Many museums offer hands-on activities, especially those geared toward children. Salem offers numerous witch-themed experiences, including workshops on herbalism or historical reenactments. The Berkshires have a thriving arts scene with numerous opportunities for workshops and classes in various creative fields.
  • What is the best place to book a short-term rental for the Boston Book Festival in Massachusetts?

    When you are visiting The Bay State for the Boston Book Festival you must choose the right accommodations which would allow you to get the right experiences. Boston has plenty of short-term rentals and therefore you can book the best ones that suit your preferences and choices. To begin with, you can book for short-term rentals in Downtown Boston where you can stay close to the venue and attend the Boston Book Festival. Apart from Downtown Boston, you can also look for neighbourhoods like Back Bay and Fenway-Kenmore to help you stay close to the venue. Also, when you are here you can explore the local attractions and even eat at some of the recommended restaurants and cafes and breweries.
  • What are some secret spots or hidden treasures to visit in Massachusetts?

    The Mount Greylock State Reservation offers breathtaking views from the highest point in Massachusetts. The charming town of Stockbridge, in the Berkshires, is known for its quaint atmosphere and art galleries. Explore the many lighthouses along the coast of Cape Cod, each with its own unique history. Visit the Norman Rockwell Museum in Stockbridge to see his iconic American illustrations. Seek out hidden beaches along the Cape Cod coastline.
  • What should not be left out of your suitcase if you are going to Massachusetts?

    Comfortable walking shoes are essential, as much of the sightseeing involves walking. Layers of clothing are recommended, as the weather can be unpredictable. A light rain jacket is a must, even during summer months. Sunscreen and insect repellent are also advisable, depending on the time of year. A reusable water bottle is helpful, especially during warmer months.
  • What are some of the most popular festivals in Massachusetts?

    The Boston Harborfest is a large summer celebration with historical reenactments and performances. The Salem Haunted Happenings in October is a month-long festival celebrating the city's witch history. The Northampton Jazz Festival features various jazz artists. Many smaller towns and cities host their own unique festivals throughout the year, celebrating local culture and produce.
  • Where should one try the best local food in Massachusetts?

    For fresh seafood, visit the many restaurants along the coast, particularly in Boston and on Cape Cod. In Boston's North End, you'll find excellent Italian food. The Berkshires offer farm-to-table dining experiences showcasing local produce. Explore the many food halls and ethnic enclaves in Boston for diverse culinary options. Don't forget to try a classic New England clam chowder!

Nearby regions

Best Massachusetts lodging with a kitchen

Welcoming 1br Near Encore Boston 4311 - Massachusetts
9.7 58 reviews
Massachusetts
2 1
$149/nighttotal: $1043 (7 )

Welcoming 1br Near Encore Boston 4311

apartment - Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor casino, a 10-minute walk away, with easy access to Boston's attractions and Logan Airport (13-minute drive).
The one-bedroom unit sleeps three guests comfortably, featuring a queen bed, queen-size sofa bed, free washer/dryer, fully equipped kitchen (fridge, freezer, microwave, dishwasher), and assigned parking.
Cozy Stay On Historic Mt Auburn 5 Min To Harvard - Massachusetts
8.7 11 reviews
Massachusetts
4 2
$306/nightfor 1 night

Cozy Stay On Historic Mt Auburn 5 Min To Harvard

apartment - Watertown Town
This 1100 sqft two-bedroom house in Watertown is situated 2.1 miles from Brattle Theatre and Harvard Square, and 2.2 miles from John F. Kennedy Park and Harvard University.
This family-friendly apartment accommodates up to 7 guests and offers 2 bedrooms, 1 bathroom, complimentary WiFi, daily room service, and two private parking spaces, with bicycle rentals and beauty services also available.
Beautiful 2 Bed Apt Minutes From Encore - Massachusetts
8.9 6 reviews
Massachusetts
2 2
$220/nighttotal: $1540 (7 )

Beautiful 2 Bed Apt Minutes From Encore

apartment - Everett
This Everett apartment rental is conveniently located near Encore Boston Harbor, just 3.1 miles from Boston's North Station and TD Garden, providing easy access to public transportation and major attractions.
This 750-square-foot, two-bedroom, two-bathroom unit sleeps six and includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, air conditioning, parking, and a private entrance.
Historic House Modernized - Massachusetts
9.8 373 reviews
Massachusetts
10 4
$755/nighttotal: $1510 (2 )

Historic House Modernized

apartment - Boston
This Boston dwelling is situated in Brighton, a safe neighborhood just 200 yards from Brighton Center and 5 miles from downtown Boston. It boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious four-bedroom, two-bathroom apartment can accommodate up to 12 guests, offering a private sanctuary for families or groups. Amenities include a large yard, off-street parking, a patio with a BBQ, a game room, and a spa, providing entertainment and relaxation options for everyone.

Neighborhoods and points of interest in Massachusetts

Best Massachusetts lodging with laundry available

Lovely 3 Bedroom Apartment 3rd Floor - Massachusetts
9.4 13 reviews
Massachusetts
10 3
$423/nighttotal: $1269 (3 )

Lovely 3 Bedroom Apartment 3rd Floor

apartment - New Bedford
This 3-bedroom, 1-bathroom apartment in New Bedford offers a central location with highway access, placing it within a 5-minute drive of the ferry terminal for Nantucket and Martha's Vineyard and close to attractions like Buttonwood Park Zoo and Nasketucket Bay State Reservation.
This pet-friendly accommodation sleeps up to 12 guests and features a kitchen with a fridge and microwave, air conditioning, a terrace/balcony, a garden, and parking, with convenient proximity to stores, a laundromat, and a grocery store.
Rustic Cabin | 25 Min (16 Mi) To Gillette Stadium - Massachusetts
9.8 73 reviews
Massachusetts
4 3
$280/nighttotal: $1400 (5 )

Rustic Cabin | 25 Min (16 Mi) To Gillette Stadium

cabin - Bellingham
This Bellingham campground cabin, located above the campground office, offers convenient access to shared amenities including a seasonal pool, game room, and mini golf.
The 3-bedroom, 1-bathroom dwelling sleeps six guests comfortably and features a fully equipped kitchen with a dishwasher, a Roku TV, and a private deck; one pet is allowed for a $50 fee.
Family Retreat | Huge Yard, Playground & 5br Home - Massachusetts
10 67 reviews
Massachusetts
10 5
$785/nighttotal: $1570 (2 )

Family Retreat | Huge Yard, Playground & 5br Home

apartment - Billerica
This charming house is conveniently located in Billerica, close to Wilmington and just 21 miles from Boston, making it a perfect base for exploring the area. The surrounding neighborhood offers a peaceful retreat while being within easy reach of local attractions, transportation options, and the bustling city.
This spacious home features five bedrooms and four bathrooms, comfortably accommodating up to 10 guests. You'll enjoy a fully equipped kitchen, a comfortable living area, and a finished basement with a kitchenette, perfect for relaxing or enjoying a private getaway.
Harmony Medical Suites Chinatown - Massachusetts
8.2 131 reviews
Massachusetts
3 1
$337/nighttotal: $2359 (7 )

Harmony Medical Suites Chinatown

studio - Boston
This Boston apartment in Chinatown is a 6-minute walk from the Freedom Trail and Boston South Station, and an 11-minute walk from the Boston Tea Party Ship & Museum.
This pet-friendly residence offers air-conditioned units with free WiFi, some featuring full kitchens, and an on-site fitness center.
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