
Vacation rentals in Boston
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Top-rated vacation rentals in Boston
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Extraordinary 1-Bedroom Apartment in South Boston!
Cozy, comfortable, centrally-located one-bedroom unit in Southie. Unbeatable location, steps from Carson Beach, L Street Bathouse, BCEC, Sail Boston, World Cup 2026! This property presents endless possibilities for creating your perfect getaway! Convenient private entrance ensures hassle-free coming and going. Whether commuting to work, enjoying a concert/game/event/the vibrant local scene, or simply indulging in the beach and parks nearby, you are sure to enjoy it at this very special home!

The Franklin: Wellness • Aesthetic • W/D • Gym
Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

Spacious, quiet, great location, and EV parking!
Spacious, clean, and light-filled 1 bedroom/1 bath apartment with central A/C and dedicated parking with universal EV charging. Stay in Union Square, described as one of the ‘coolest neighborhoods in the world’, walkable to some of the best restaurants and cafes in Boston, as well as to the T on the Red and Green Lines. Walkable to Harvard and Lesley; MIT, Tufts, and Boston are a short drive or ride on the T. Please note, this listing is exempt from Service Animals/Emotional Support Animals.

(N3F) Beautiful View, Back Bay, Brownstone Newbury
🌆 Stay on Iconic Newbury Street, Back Bay Experience Boston at its most stylish on Newbury Street, famous for its historic brownstones, tree-lined sidewalks, and vibrant atmosphere. 🛍️ Stroll right outside your door to explore designer boutiques, local shops, art galleries, and some of the city’s best cafés and restaurants. You’ll be just steps from Copley Square, the Prudential Center, and the Charles River Esplanade, with easy access to the Green Line T for exploring the rest of the city.

Beacon Hill - Historic Elegance
Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed

Harvard/MIT/BU Riverside Studio w/parking
Discover historic charm in our 1880s studio that opens up to a beautiful backyard and patio. Right in the heart of Harvard University, just steps from student dorms Mather house & Dunster House, and key attractions like the Charles River and eclectic shops. Walking distance to HBS, HLS, MIT, Harvard Sq, Central Sq. Easy access to the rest of Boston via Red Line, car, or bike - this is the perfect place to immerse yourself in the essence of Harvard, Cambridge, and Boston.

Boston Rooftop Retreat
A beautiful, fully renovated historic brownstone with a private rooftop deck overlooking the city. Come be inspired by this colorful and romantic artist studio filled with books, records, art and all the comforts of home in a quiet neighborhood with lovely views. Conveniently located a short walk from public transportation, world class universities, medical institutions and museums. About a 22 minute walk to Fenway Park, MGM Music Hall and other great attractions!

Downtown Loft Boston - Close to everything
Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

Oceanfront Penthouse · Kings Beach · Breathtaking
The Loft Wake up to the ocean. This top-floor penthouse sits directly on Kings Beach with unobstructed water views. Cathedral ceilings, skylights, hardwood floors, a quartzite kitchen, and a jetted spa tub make this one of the North Shore’s most distinctive stays. Your own private deck. 28 minutes to Boston by commuter rail — the world is at your door, but you won’t want to leave.

Stunning Penthouse, Private Deck & River Views
📍 Stay in the heart of Back Bay, just steps from Newbury Street, the Prudential Center, and Copley Square. ✨ This inviting space is close to Boston’s top hospitals—Mass General, Brigham and Women’s, Boston Children’s—prestigious universities like Harvard, MIT, BU, and Northeastern, and iconic landmarks such as Boston Common, the Freedom Trail, and the Museum of Fine Arts. 🏛️

Curated Designer Retreat • Pool • Gym • Dining
Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.
Popular amenities for Boston vacation rentals
Boston oceanfront vacation rentals

Newly Renovated Ocean View 2 Bdrm Apt

Ocean Park Retreat

Oceanfront 3BR/3BA near Salem + Boston w/ Views

Oceanfront Pool. Close to Boston. Free Parking.

Newly remodeled home with ocean views!

Quiet Neighborhood Luxury Stay

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

Lakeside apartment, patio, hot tub, outside shower
Private Boston vacation rentals

Cozy Back Bay Boston Retreat!

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

(476-8) Studio, South End/ Back Bay , Roof Deck!

Endless Summer: Oceanside Views

Red Sox 09.8 - Fenway Park. Longwood Medical. NEU.

Fenway Park. 00 03.1 2.0. Longwood Medical. NEU

Luxurious Open-Concept Home with Roof Skyline View

Fenway Park-Location-Close to the Subway (T)
Boston apartment rentals

Picture-perfect Cambridge guest apartment, parking

North End 1 BR in Little Italy

Walk to Berklee, Fenway & Newbury St

Luxury 2BD/2Bath in South Boston

AKBrownstone: Micro studio by T

Bright FIDI 1br | Centrally Located

Brand New Luxury Condo w/ Rooftop Near T, Boston

Oceanfront Escape Near Boston - Steps to Sand
When is the best time to visit Boston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,157 GYD | G$25,529 GYD | G$28,459 GYD | G$32,434 GYD | G$36,410 GYD | G$36,201 GYD | G$34,945 GYD | G$36,201 GYD | G$33,899 GYD | G$35,573 GYD | G$30,342 GYD | G$27,622 GYD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Frequently Asked Questions
What are the best places to stay in Boston?
Boston has vibrant neighborhoods like Beacon Hill, Back Bay, and the South End, each celebrated for distinct architecture and dining scenes. Families and groups often look to areas near the waterfront or around Fenway for parks and easy access to attractions.
What are the best things to do in Boston with kids?
Families often explore the New England Aquarium, Boston Children’s Museum, and Franklin Park Zoo. Green spaces like Boston Common provide play areas and spots for outdoor activities.
What are some of the best things to do in Boston?
Boston has the Freedom Trail for historic walks, the Museum of Fine Arts for world art, and lively markets around Faneuil Hall. Fenway Park draws baseball fans, and the waterfront invites strolls along the harbor.
How is the weather in Boston?
Boston winters have cold temperatures from 23 to 37°F (-5 to 3°C) with frequent snow. Summers are warm, with afternoon highs near 80°F (27°C) and humidity; spring and autumn see milder days and vibrant foliage.
What are the best places to visit in Boston?
Boston has historic sites like Paul Revere House and Old North Church, art collections at the Isabella Stewart Gardner Museum, and lively green spaces like the Boston Public Garden. The North End is popular for its Italian eateries and old-world atmosphere.
What are some hiking trails in Boston?
Emerald Necklace park system features walking trails through scenic urban nature. Forest Hills and the Arnold Arboretum are frequently suggested for gentle trails surrounded by botanical collections.
What are some family activities we can do in Boston?
Families can explore hands-on exhibits at science museums, ride the Swan Boats in the Boston Public Garden, or watch a Boston Red Sox game at Fenway Park. Aquarium and zoo visits are also frequently suggested for a day of discovery.
What are some of the best day trip ideas from Boston?
Day trips from Boston often include visiting historic Salem, scenic Cape Cod beaches, or Concord’s literary landmarks. Those looking for nature might explore nearby state parks or coastal villages.
Are there any pet friendly accommodations available in Boston?
Many vacation rentals in Boston welcome pets, especially in neighborhoods like South Boston, Jamaica Plain, and Beacon Hill. Urban parks and walking paths nearby help make it easy to explore the city with companion animals.
What are some local tips for visiting Boston?
Locals often walk or use public transit to get around, as historic streets can be busy. Try visiting markets early for fresher selections, and dress in layers to adapt to shifting weather, even in summer.
What is Boston known for?
Boston is recognized for its Revolutionary War history, renowned universities, and a sports legacy with teams like the Red Sox and Celtics. The city’s neighborhoods blend centuries-old architecture with diverse culinary scenes.
What are the best hidden gems to explore in Boston?
Explore hidden gardens in Beacon Hill, murals in Jamaica Plain, and the literary history at the Boston Athenaeum. The South End’s art galleries and community markets reveal creative local energy.
What are the best foods to try in Boston?
Locally rooted classics in Boston include clam chowder, lobster rolls, and Boston cream pie. Italian pastries are popular in the North End, and food markets showcase New England seafood and international flavors.
What should I bring for a trip to Boston?
Bring comfortable shoes for walking, layered clothing for changing temperatures, and a light rain jacket year-round. A reusable water bottle and sunscreen help, especially during outdoor city activities.
What is the nightlife in Boston like?
Boston’s nightlife has lively music venues in Allston, cocktail bars in the South End, and late-night eateries around Fenway. Some neighborhoods host comedy clubs and performances, drawing a mix of locals and visitors.
What are the most popular events or festivals in Boston?
The Boston Marathon, held each spring, is internationally recognized, and Independence Day celebrations feature fireworks along the Charles River. Boston Calling draws music fans in late spring, while Head of the Charles Regatta is often highlighted for rowing competitions in autumn.
Are there family friendly vacation rentals in Boston?
Boston has family-friendly vacation rentals in neighborhoods like Back Bay, South Boston, and Jamaica Plain. Many locations are near parks, museums, and playgrounds for easy access to activities.
When is the best time to visit Boston?
Late spring and autumn are often recommended for pleasant temperatures and colorful city parks. Summer draws visitors for festivals, outdoor concerts, and waterfront activities.
All about Boston
One of America’s oldest and most important cities, Boston intertwines quaint New England charm with well-preserved history. The Massachusetts state capital’s scenic and strategic location, where Boston Harbor meets the Charles River, imbues it with a natural beauty while keeping the city thriving economically for almost four centuries.
The bay, and the Atlantic Ocean from which it’s fed, shapes Boston’s seafood-focused culinary scene, and also keeps the city center small, making it an easy place to navigate; you can hardly walk a few blocks without running into historic Revolutionary War sites. But even squeezed into the peninsula, the city’s “Emerald Necklace,” with 1,100 acres of linked parks, holds plenty of wide open space. Meanwhile, Boston’s dozens of colleges and universities attract a sophisticated crowd that upholds the long traditions of cultural entities like the Boston Public Library and the Boston Symphony Orchestra.
What are the top things to do in Boston?
Boston Common
The country’s oldest city park remains a jewel of public space in downtown Boston. Its 50 historic acres began as communal grazing grounds for livestock, then hosted British soldiers in the Revolutionary War. The park now offers open greenspace, lined with trees and dotted with fountains and statues, forming the southern terminus of the Freedom Trail, and bordering the stunning Boston Public Garden.
Black Heritage Trail
Where Boston’s Freedom Trail gives you a window into the city’s role in the Revolutionary War, this lesser-known but equally important 1.6-mile walk shows off what happened next. Take one of the free guided tours that tells the story of Boston’s large free Black community between the Revolutionary and Civil wars through 14 national historic sites, including the African Meeting House, built in 1806 and the oldest surviving Black church in the United States.
Boating
Boston’s harbor and rivers have shaped the city, so seeing it from the water offers the best way to both learn about and enjoy it. Choose from one of the many harbor tours, scenic sunset excursions, and fascinating architecture cruises offered to visitors, or rent a boat to paddle the Charles River or sail to the Harbor Islands.
Quick stats about vacation rentals in Boston

Total vacation rentals
Explore 10,280 vacation rentals in Boston

Verified guest reviews
Over 514,260 verified reviews to help you choose

Family-friendly vacation rentals
3,930 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 2,850 rentals that welcome pets

Vacation rentals with a pool
450 properties feature pools

Rentals with dedicated workspaces
5,640 properties have a dedicated workspace

Wi-Fi availability
10,090 of Boston vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Monthly stays, and Waterfront across Boston rentals

4.7 Average rating
Boston stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Boston's top spots, include Fenway Park, Boston Common, and TD Garden
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Freedom Trail
- Onset Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Boston College
- North Hampton Beach
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Things to do Boston
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- Tours Boston
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