Holiday rentals in Boston

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Boston

  • Total holiday rentals

    Explore 10,830 holiday rentals in Boston

  • Verified guest reviews

    Over 533,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,750 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,930 rentals that welcome pets

  • Holiday rentals with a pool

    640 properties feature pools

  • Rentals with dedicated workspaces

    5,890 properties have a dedicated workspace

  • Wifi availability

    10,640 of Boston holiday rentals include wifi 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

Top-rated holiday rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
Apartment in Downtown
4.96 out of 5 average rating, 27 reviews

701 NEW Luxury Boston Studio By Hospitals Subway

✨BRAND NEW✨ 1 King-Bed Luxury Studio with private upgraded bathroom & fully-stocked kitchen, located right at Boston Commons & Downtown! NO SHARING OF RESTROOM/KITCHEN! *No children under 12. **Multiple Studios & 1-Bedrooms. Message on flexible stays, pricing, size, & city views! 📍Centrally located to walk anywhere needed & 200-400 ft to multiple T stops 🚊 Perfect for traveling professionals, mid-term stays and more! ALL UTILITIES INCLUDED. 482 sq ft. 7th floor. Elevator access, no stairs.

Superhost
Flat in South End
5 out of 5 average rating, 3 reviews

Super location! Walk everywhere! Clean studio

Walk everywhere! Can you believe this location? 4 minutes from subway stations and in the middle of everything. This studio is located in the heart of Boston. Walking distance to the T stations of Symphony and Hynes Convention Center. Right between South End and Back Bay. Very close to Christian Science Plaza, Prudential Center, restaurants, bars, Fenway Park, plenty of local stores, and more. Includes everything you'll need for your stay. Super safe and one of the best neighborhoods in town.

Top guest favourite
An inviting living area features a navy blue sofa adorned with two patterned cushions, complemented by a round coffee table. Nearby, a dining set is visible beside a kitchen with stainless steel appliances, wood cabinetry, and ample counter space, illuminated by natural light from a window.
Flat in South Boston
4.99 out of 5 average rating, 127 reviews

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!

Superhost
Flat in Fenway-Kenmore
5 out of 5 average rating, 4 reviews

Red Sox 09.9 - Fenway Park. Longwood Medical. NEU.

Enjoy a stylish experience at this centrally-located place. Perfect location in the Fenway neighborhood (Home of the historic Fenway Park and the legendary Boston Red Sox) Beautiful Brownstone home with small elevator, and the perfect location to get anywhere else in Boston. Fenway Subway station is a five minute walk. Museum of fine Arts subway station is a ten minute walk. You can walk to the Boston Red Sox game in less than ten minutes. Fast wifi. Smart TV. Quarter operated laundry.

Top guest favourite
Apartment in South End
5 out of 5 average rating, 52 reviews

Luxury Boston 2BR,Back Bay, Pru, Copley, Fenway

Stylish, newly renovated 2BR in a classic South End building: on a quiet street, walk to Copley Square, Boston Public Garden, Prudential Sq, Boston Common, and world class restaurants. Enjoy a king bed in the primary room, queen in the second bedroom, central air, 3 smart TVs, a fully stocked kitchen, and a dreamy bay window reading nook. Thoughtfully designed for relaxing after a day in the city. Walk to shops, cafes, and parks, everything Boston has to offer is right outside your door.

Top guest favourite
A modern living area features a black leather sofa paired with decorative pillows. A white area rug lies beneath a coffee table, complemented by an accent chair with a geometric pattern. Natural light filters through the two windows, creating a bright and inviting space.
Apartment in Cambridge
4.93 out of 5 average rating, 887 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

A brand new spacious 3rd floor apartment over 1,000 sq ft centrally locate, near 2 subway stations/bus line, 4 grocery stores within 10 mins walk. The apt has a big kitchen, roof top deck and a huge yard. All brand new furnitures from Crate & Barrel, Pottery Barn and West Elm. Bed sheet sets from Crate & Barrel. NO Cleaning fee. We offer a great atmosphere, high quality amenities and cleanliness are utmost importance. Please read the reviews from prior guests.

Top guest favourite
A bright and cozy studio features a queen bed alongside a sleeper sofa, with an elegant coffee table positioned in front. A decorative fireplace sits against the wall, and bookshelves hold various books. Natural light floods the space through adjacent windows.
Guest suite in Back Bay
4.98 out of 5 average rating, 115 reviews

Cozy studio in Bay Village near Public Garden

This newly renovated private studio is ready to welcome you! This unit has 1 queen bed and 1 sleeper sofa, a desk, a kitchenette, a full bathroom, and a washer/dryer. It is the lower level of a historic 1800s Bostonian house, recently renovated. It has its own separate entrance. Great location! Conveniently located in Bay Village next to the Boston Public Garden, the studio is close to Downtown, Theater district, Chinatown, Beacon Hill, Back Bay, and South End!

Superhost
Flat in Boston
New place to stay

Private luxury penthouse in Boston downtown.

Experience luxury living in the heart of Downtown Boston. This stunning penthouse offers breathtaking city views, elegant modern furnishings, and a spacious layout designed for comfort and style. Enjoy floor-to-ceiling windows, premium amenities, and easy access to Boston’s top restaurants, shopping, nightlife, and historic attractions. Whether you’re visiting for business or leisure, this exclusive retreat delivers a five-star experience above the city skyline.

Superhost
Home in Cambridge
5 out of 5 average rating, 4 reviews

Cambridge Designer Home / Harvard, MIT, Boston

Where Boston Character Lives - Free parking for 2 vehicles - BONUS parking before сheck-in/after check-out is available - Walkable location near public transit, major attractions, restaurants, shops - Central A/C & Heating in every room - TV in each room - FREE luggage STORAGE for early check-in/late check-out - Full kitchen & washer/dryer included Welcome to a just renovated 3-bedroom home! Enjoy living spaces, parking, and easy access to the T-station.

Top guest favourite
Home in Roslindale
5 out of 5 average rating, 15 reviews

Your own cottage in the city

Whether you need to relax, be productive, or have a safe home base for your adventures, the Sowden cottage has you covered. Nestled near the heart of Roslindale, the cottage is a short walk to shopping and dining and is near easy transportation to every part of Boston. It's the perfect place to call home while you work, visit family, or experience the city we love. Whatever brings you to Boston, we look forward to welcoming you at the cottage!

Guest favourite
The spacious living area features large windows allowing natural light to fill the space. A dark sofa and two chairs are arranged around a round coffee table, while a television sits on a low media console. Textured area rugs enhance the inviting atmosphere.
Flat in Coolidge Corner
4.97 out of 5 average rating, 195 reviews

Newly Renovated Modern 2B2B Apartment

This modern apartment nested in the heart of Brookline. It boasts an inviting open floor plan with fully equipped kitchen. Comes with high-quality mattress, linens and towels. Steps to Green line T-Stop, restaurants, cafés, groceries and more. Longwood Medical Area, Fenway and BU are around 1-mile distance. Our places are professionally cleaned & sanitized. Separate Air conditioning and heating system to avoid the crowds at hotel.

Superhost
Home in Cambridge
5 out of 5 average rating, 4 reviews

Cambridge Cottage Retreat Near Harvard

Escape to a charming Cambridge cottage just a 15 minute walk (4 min drive) to Harvard Square. Enjoy the best of both worlds - steps from vibrant shops, cafes, and restaurants, yet tucked away as a peaceful retreat. Dine in a cozy nook overlooking a sun dappled garden oasis. This one-bedroom features a queen bed, plus a full pullout sofa in the open living area - perfect for someone travelling alone, couples or small families.

Popular amenities for Boston holiday rentals

When is the best time to visit Boston?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$161 SGD$158 SGD$176 SGD$200 SGD$225 SGD$223 SGD$216 SGD$223 SGD$209 SGD$220 SGD$187 SGD$170 SGD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Suffolk County
  5. Boston