Search vacation rentals in Boston, MA from 100+ sites!

10420 available vacation rental offers

-
7
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Boston, MA vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Boston, MA

Discover Central Vacation Rentals in Boston, MA

These vacation rentals in the downtown area of Boston, MA offer unbeatable walking access to vibrant local life, dining, and culture.

Right Near Convention Center And Train Station - Boston, MA
9.8 194 reviews

Right Near Convention Center And Train Station

apartment, Boston
This South Boston apartment is just a few blocks from the Boston Convention Center and right next to the Broadway red line train station, making it easy to explore the city's attractions. It's rated excellent for location, cleanliness, and overall experience by previous guests.
This two-bedroom condo comfortably sleeps eight guests with a full-size bed in the living room and bunk beds in the second bedroom. It features a modern kitchen with stainless steel appliances, central air conditioning, Wi-Fi, a washer and dryer, and a dedicated workspace.
Brand New One Bedroom In Back Bay - Boston, MA
9.5 24 reviews

Brand New One Bedroom In Back Bay

apartment, Boston
This Back Bay condo is ideally situated two blocks from Newbury Street and the Hynes Convention Center T-stop, three blocks from Boylston Street, and a ten-minute walk from Fenway Park.
This newly renovated 550-square-foot unit features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, a 55” smart TV, central AC, and a potential complimentary harbor sail.
Beautiful 4br 2br | Downtown Xing | High Ceilings - Boston, MA
9.4 250 reviews

Beautiful 4br 2br | Downtown Xing | High Ceilings

resort, Boston
This apartment is conveniently located in a central Boston neighborhood, just a short walk from the Freedom Trail, Faneuil Hall, and Boston Common. Guests consistently rave about the apartment's excellent location, cleanliness, and overall experience.
This fully furnished rental sleeps up to 8 guests and is perfect for families or groups of friends. Enjoy modern amenities like air conditioning, a dishwasher, and a pet-friendly policy, making it easy to explore all that Boston has to offer.
(Mlb9) Sleeps 3! 2 Beds, Top Floor, Back Bay! - Boston, MA
9.3 16 reviews

(Mlb9) Sleeps 3! 2 Beds, Top Floor, Back Bay!

apartment, Boston
This apartment is located in Boston's Back Bay, a short walk from Newbury Street, the Prudential Center, Copley Square, and major hospitals and universities.
This studio accommodates up to 3 guests and features a lofted bed, a fully equipped kitchen with a fridge and microwave, high-speed Wi-Fi, and window air conditioning, with a discount available for medical guests.

Best Boston, MA vacation rentals with air conditioning

14a-cozy And Well Decorated Apartment In Awesome Boston - Boston, MA
10 34 reviews

14a-cozy And Well Decorated Apartment In Awesome Boston

apartment, Boston
This Dorchester apartment rental is conveniently located near Savin Hill Station, less than a mile from the University of Massachusetts Boston, and within 3 miles of attractions like Northeastern University and the Boston Convention and Exhibition Center.
This three-bedroom, two-bathroom apartment sleeps up to 13 guests and includes a full kitchen, in-unit laundry, a private patio, and parking, offering easy access to public transportation.
3 Bedroom Condo - Entire Space - Boston, MA
10 1 review

3 Bedroom Condo - Entire Space

apartment, Boston
This Dorchester apartment is located a 10-minute drive from the Boston Convention and Exhibition Center and a 9-minute drive from Copley Square, with Talbot Ave and Shawmut subway stations a 10-minute and 15-minute walk away, respectively. This pet-friendly flat accommodates up to 10 guests with 2 bathrooms, features in-unit laundry, a full kitchen, Wi-Fi, air conditioning, and on-site parking.
Simple Studio Walk To Mgh Beacon Hill And North End - Boston, MA
8.3 10 reviews

Simple Studio Walk To Mgh Beacon Hill And North End

studio, Boston
This Boston studio apartment is centrally located near the North End, Beacon Hill, and South Station, providing easy access to the Freedom Trail and Massachusetts General Hospital.
The 540-square-foot unit features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, air conditioning, and free Wi-Fi.
Lorenzo Inn - Boston, MA
9.9 20 reviews

Lorenzo Inn

apartment, Boston
This 2-bedroom, 2-bathroom rental unit in Boston offers exceptional transit access, with the MBTA Red Line and bus routes just steps away, and convenient proximity to I-93 for quick travel.
This spacious apartment accommodates up to 4 guests and features a huge backyard, a cozy porch, free on-site parking, and is located near diverse dining options in a tranquil neighborhood.

Frequently Asked Questions about vacation rentals in Boston, MA

  • What should a first-time visitor not miss in Boston, MA?

    You definitely want to check out the Freedom Trail, a 2.5-mile walking path that takes you past 16 historical sites. It's a great way to learn about the city's revolutionary past. And no trip to Boston is complete without seeing the iconic Fenway Park, home to the Boston Red Sox.
  • What are the best Airbnb and vacation rentals in Boston, MA?

  • Which neighborhood in Boston, MA should you consider for a vacation rental?

    For a lively atmosphere with great restaurants and bars, consider the South End. If you prefer a more historic feel with cobblestone streets and charming shops, Beacon Hill is a great option. And for a more modern vibe with lots of art galleries and trendy cafes, check out the Seaport District.
  • What are the most popular Airbnbs in Boston, MA?

  • What are the top family-friendly attractions in Boston, MA?

    The Boston Children's Museum is a must-visit for kids of all ages. It's packed with interactive exhibits and hands-on activities. The New England Aquarium is another great option, with a variety of marine life to see, including penguins and sharks. And if you're looking for some outdoor fun, the Boston Public Garden offers a beautiful setting for a stroll or a picnic.
  • What are the best vacation rentals with a pool in Boston, MA?

  • When is the best time to book a vacation rental in Boston, MA?

    The best time to book a vacation rental in Boston is usually during the shoulder seasons, like spring (April-May) or fall (September-October). You'll avoid the summer crowds and high prices, and the weather is still pleasant.
  • What are the best rentals for families and kids in Boston, MA?

  • What events or festivals should visitors check out in and around Boston, MA?

    The Boston Marathon in April is a huge event, and it's exciting to watch even if you're not running. The Boston Harborfest in July is a week-long celebration with fireworks, concerts, and boat tours. And for some spooky fun, check out the Boston Haunted Happenings in October.
  • What are the best rentals or Airbnbs with a jacuzzi in Boston, MA?

    The best vacation rentals or Airbnb with a jacuzzi in Boston, MA are Victorian Condo, Modern - Spacious 1br For 4 - Easy Marathon Access and *Heart Of Boston* Downtown/south End/back Bay.

  • What are the best budget-friendly activities in Boston, MA?

    Take a walk along the Charles River Esplanade, a beautiful park with stunning views of the city. Visit the Boston Public Library, which is free and offers a beautiful reading room and a variety of exhibits. And explore the many free museums in the city, like the Museum of Fine Arts or the Isabella Stewart Gardner Museum.
  • What are the best restaurants with local dishes in Boston, MA?

    For classic New England clam chowder, head to Union Oyster House. If you're looking for a taste of Boston's Italian heritage, try the North End's famous Italian restaurants, like Regina Pizzeria or Mike's Pastry. And for a more modern take on local cuisine, check out the restaurants in the Seaport District.
  • What are the best walking or cycling routes in Boston, MA?

    The Freedom Trail is a great walking route that takes you through the city's historical heart. For a scenic bike ride, try the Charles River Esplanade, which offers a beautiful path along the river. And for a more challenging ride, check out the Minuteman Bikeway, a 10-mile paved trail that winds through the suburbs.
  • Are there pet-friendly attractions in Boston, MA?

    Yes, many parks and attractions in Boston are pet-friendly. The Boston Public Garden allows dogs on leash, and the Charles River Esplanade is a great place for a walk with your pup. Many restaurants also have outdoor seating that's dog-friendly.
  • What are the benefits of choosing a vacation rental in Boston, MA?

    Vacation rentals offer more space and privacy than hotels, often at a lower cost. They also provide a more authentic experience, allowing you to live like a local and enjoy the neighborhood.

Popular destinations

Guest-Favorite Vacation Rentals with a Terrace in Boston, MA

Start your morning right with a vacation rental in Boston, MA featuring a private balcony and stunning views.

Comfortable 4br Boston Getaway - Pet-friendly - Near I-93 & Red Line 988 - Boston, MA
No reviews

Comfortable 4br Boston Getaway - Pet-friendly - Near I-93 & Red Line 988

apartment, Boston
This Boston apartment rental near Geneva Cliffs is conveniently located about 5 miles from both the Museum of Fine Arts and the Boston Convention and Exhibition Center, and also 5 miles from Logan International Airport.
This spacious 1500-square-foot four-bedroom unit, ideal for large groups, offers two bathrooms, a fully equipped kitchen, private parking, a private terrace, and a 24-hour concierge.
Luxury Designer Suite 2br• Boston • Garage - Boston, MA
No reviews

Luxury Designer Suite 2br• Boston • Garage

apartment, Boston
This designer suite in Boston is located 5 miles from the Museum of Fine Arts and 3.1 miles from Franklin Park Zoo, with proximity to Fenway Park and 6.2 miles from Logan Airport.
This spacious two-bedroom, two-bathroom condo offers a fully equipped kitchen, private terrace and balcony, complimentary on-site parking, and free WiFi, accommodating up to 7 guests.
Waterfront Home With Attached In- Law Suite - Boston, MA
10 47 reviews

Waterfront Home With Attached In- Law Suite

apartment, Weymouth Town
This Weymouth beachfront home, located six miles from South Shore Hospital and South Shore Plaza, offers direct beach access and proximity to Nantasket Beach (nine miles away).
This 2840-square-foot vacation rental boasts four bedrooms, four bathrooms, and accommodates eight guests, featuring a fully equipped kitchen, spa, fireplace, and outdoor amenities including a terrace, garden, and parking.
The Maverick Upstairs - New! - Lux Apartment - 2 Miles From Airport & Downtown Boston - Boston, MA
10 1 review

The Maverick Upstairs - New! - Lux Apartment - 2 Miles From Airport & Downtown Boston

apartment, Chelsea
This Chelsea apartment offers convenient access to Boston, being 1.2 miles from Logan International Airport and 3.2 miles from Boston North Station and TD Garden.
This 13,990 square foot rental unit accommodates up to 19 guests with one bathroom, featuring a full kitchen with a dishwasher and microwave, air conditioning, complimentary WiFi, and a private patio with an outdoor dining area.

Neighborhoods and points of interest in Boston, MA

Guest-Favorite Family Vacation Rentals in Boston, MA

These kid-friendly vacation rentals in Boston, MA keep you close to top city attractions for a stress-free family vacation.

3br Waterfront Home With Gorgeous Sunsets - Boston, MA
10 5 reviews

3br Waterfront Home With Gorgeous Sunsets

apartment, Weymouth Town
This waterfront apartment in Weymouth offers direct ocean views and immediate beach access, located a 6-mile drive from Hingham Shipyard's shops, dining, and ferry to Boston.
This family-friendly rental accommodates up to 6 guests with 3 bedrooms, 1 bathroom, a full kitchen including an Instant Pot and crockpot, a dedicated workspace with a printer, heated bathroom floors, a deep soaking tub, and a private, fenced yard.
Near Train Station Gorgeous 3-bedroom Apartment With Patios - Boston, MA
9.0 66 reviews

Near Train Station Gorgeous 3-bedroom Apartment With Patios

apartment, Boston
This recently renovated apartment is located near the train station in Boston, just a short distance from the JFK Presidential Library & Museum and the Boston Museum of Fine Arts. It has earned excellent ratings for cleanliness and user experience, and a very good location rating.
The apartment has 3 bedrooms, 1 bathroom, and a total floor area of 1800 square feet, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a balcony with garden views, free Wi-Fi, parking, laundry service, and a business center.
Boston Historical Urban Oasis - Boston, MA
8.8 10 reviews

Boston Historical Urban Oasis

apartment, Boston
This apartment in Allston is a 2-minute walk from the Green Line train station, making it easy to explore downtown Boston, Harvard, and MIT. It has earned excellent ratings from previous guests.
The apartment has 7 bedrooms and 3 bathrooms, ideal for groups. It's fully furnished with a kitchen including a fridge, microwave, and dishwasher, as well as air conditioning, a garden, and parking.
Quiet Studio Circa South End - Boston, MA
No reviews

Quiet Studio Circa South End

apartment, Boston
This furnished studio apartment is located on the southeastern edge of Back Bay, Boston, bordering the South End and across from Northeastern University, offering proximity to major hospitals within a 15-minute drive and the Southwest Corridor Park.
This private 2-bedroom, 1-bathroom unit accommodates up to 2 guests, featuring a kitchen with a fridge and 24/7 guest messaging support within a historic brownstone building.

Best Boston, MA vacation rentals with parking

Newly Furnished 1 Bed, 1 Bath. Views Of The Whole City! - Boston, MA
10 12 reviews

Newly Furnished 1 Bed, 1 Bath. Views Of The Whole City!

apartment, Boston
Newly Furnished 1 Bed, Steps To Boston's Restaurants, Museums, Hospitals, Fenway - Boston, MA
9.0 10 reviews

Newly Furnished 1 Bed, Steps To Boston's Restaurants, Museums, Hospitals, Fenway

apartment, Boston
Fancy Stay - 14 Devon Street, Boston Ma, 02121 -No Pets Units - Boston, MA
No reviews

Fancy Stay - 14 Devon Street, Boston Ma, 02121 -No Pets Units

apartment, Boston
Marvelous 2-bedroom Condo In South Boston With Private Parking - Boston, MA
10 2 reviews

Marvelous 2-bedroom Condo In South Boston With Private Parking

apartment, Boston

Discover 5-Star Vacation Rentals in Boston, MA

Elevate your travel experience with a luxury rental in Boston, MA, where high-end design meets a prime location.

Beacon Hill Fabulous One Bedroom Apartment - Boston, MA
9.8 262 reviews

Beacon Hill Fabulous One Bedroom Apartment

apartment, Boston

Choose the Right Dog-Friendly Vacation Rentals in Boston, MA

Discover dog-friendly vacation rentals in Boston, MA situated perfectly for city walks and nearby dog parks.

Bright 3br Quincy Townhouse W Laundry, Bathtub & Near Red Line 41 - Boston, MA
9.6 442 reviews

Bright 3br Quincy Townhouse W Laundry, Bathtub & Near Red Line 41

house, Quincy
Blueground | Shawmut, Pool, Nr Boston Common - Boston, MA
No reviews

Blueground | Shawmut, Pool, Nr Boston Common

apartment, Boston
Sleek 3br Boston - World Cup 2026 Escape - Near Franklin Park 60-3 - Boston, MA
9.6 6 reviews

Sleek 3br Boston - World Cup 2026 Escape - Near Franklin Park 60-3

apartment, Boston
L4 Spacious North End Walkup Loft Apartment - Boston, MA
9.7 15 reviews

L4 Spacious North End Walkup Loft Apartment

resort, Boston

Check Out Vacation Rentals with a Pool in Boston, MA

Choose a vacation rental in Boston, MA with a swimming pool for a proper workout or a leisurely dip right in the heart of the city.

Luxury Apt Heart Of Seaport - Boston, MA
No reviews

Luxury Apt Heart Of Seaport

apartment, Boston
The Lacks: Welcoming  Cozy  W/d - Boston, MA
9.7 84 reviews

The Lacks: Welcoming Cozy W/d

apartment, Boston
Luxury Apt Heart Of Seaport Walk Downtown - Boston, MA
No reviews

Luxury Apt Heart Of Seaport Walk Downtown

apartment, Boston
Modern Apt Heart Of Seaport - Boston, MA
No reviews

Modern Apt Heart Of Seaport

apartment, Boston

Top-Rated Vacation Rentals with a Hot Tub in Boston, MA

Coming home to a private hot tub after a day of urban exploration completely transforms your Boston, MA experience.

Luxury Bayfront Stay | Beach + Firepit - Boston, MA
10 6 reviews

Luxury Bayfront Stay | Beach + Firepit

apartment, Hull
3br/3ba + 3 Parking  Harvard/mit, Red & Green Lines - Boston, MA
9.0 18 reviews

3br/3ba + 3 Parking Harvard/mit, Red & Green Lines

apartment, Cambridge
Beachside Condo Boston, Airport,train - Boston, MA
9.6 17 reviews

Beachside Condo Boston, Airport,train

apartment, Revere
Upscale Penthouse Near Mit Harvard Central Square - Boston, MA
8.5 9 reviews

Upscale Penthouse Near Mit Harvard Central Square

apartment, Cambridge