Pet-friendly holiday rentals in Boston

Luxury 4BR Retreat | Walk to Shops, Dining & Fun

Step into the comfort of a beautiful 4BR 2.5BA immersed in a quiet & friendly neighborhood steps from Assembly Row & 5 minute walk to E Somerville subway. A relaxing, spacious, and modern getaway close to amazing restaurants, shops, local attractions, & landmarks. Stylish and modern design, space for the entire family & amenities that will satisfy your every need. ✔ 4 Bedrooms ✔ Fully Equipped Kitchen with professional appliances ✔ 65" TV ✔ High-Speed Wi-Fi ✔ Free Parking ✔ EV See more below!

Walkability · Outdoor spaces · Heating

Cozy, Spacious Home in the Heart of Cambridge

Welcome to your home away from home in the heart of Cambridge! This spacious 4bd/2ba home is perfect for family visits, getaways with friends, and long-term stays. House-trained pets are welcome! We are very conveniently located in Central Square: <5 min walk from H Mart, Target, CVS, restaurants, cafes <5 min walk from the Central T station and bus stop 1 stop/15 min walk from MIT/Kendall Square 1 stop/20 min walk from Harvard University 3 stops/15 min ride from Boston Common/Downtown Boston

Pets · Walkability · Access

Truly Oceanfront! Spacious Family Petfriendly Home

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Walkability · Pets · Cleanliness

Charming South End Farmhouse - Near Northeastern!

Charming 3-bedroom, 2.5-bathroom house located in Boston's vibrant South End! Our cozy and dog-friendly home has a private patio, dining area, a fully equipped kitchen, 1G Fiber wifi and sleeping accommodations for up to 7 guests. Perfect for families or larger groups! Featuring two TV's with streaming and essentials like fresh linens, towels, toiletries, extra pull out trundle couch. Just a short walk from Northeastern University, walkable to Fenway Park and a <5 minute walk to the T!

Outdoor spaces · Walkability · Access

Penthouse 2 Beds /2 Baths luxury in South Boston

Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

Walkability · Outdoor spaces · Family

Boston Townhouse - 3BR/2.5BA - Seaport BCEC

Ideal for families with young children, traveling professionals, campus visitors, and tourists! Spacious and recently renovated townhome in South Boston: 3 miles from Logan Airport, 3miles Fenway Park, 2 miles to Seaport, 1 mile to the Boston Convention Center, 1.6 miles to South Station (Commuter Rail/Amtrak), <1 mile to the Red Line (Broadway T-Station) to Kendall Sq (Harvard, MIT) and 1 block from the 9 Bus to Copley (~15min ride to Copley Sq). Great location for World Cup visitors!

Outdoor spaces · Walkability · Location

Charming South End Duplex (Pets Ok)

Ground floor duplex with backyard. In the heart of the South End. The best restaurants and coffee shops in Boston are within 1-2 blocks. We are pet friendly with a dog park 1 block away. A Victorian brownstone with 2 floors and a big backyard. 2 separate bedrooms (queen beds) with exposed brick and heavy duty AC units in each BR. The third bed is a queen sized Serta air mattress(easily inflatable) A massive parlor level, very spacious. Easily the best neighborhood in Boston.

Outdoor spaces · Pets · TV

Designer 3-BR Apt in Historic Charlestown, Boston

Enjoy this beautifully appointed home in the historic Boston neighborhood of Charlestown. The space was designed and renovated to highlight historic details while incorporating modern finishes & amenities. The unit is conveniently located near shops, restaurants, the MBTA, Whole Foods, Freedom Trail, and USS Constitution. We are a family who prioritizes wellness, is passionate about our community, and loves traveling. Our hope is that we incorporate pieces of these into your stay.

Walkability · Pets · Quiet

Condo Free Parking/MIT/Harvard/TD Garden

Where Boston Character Lives - Just Renovated Two-Story Apartment - Free parking for 4 cars - BONUS parking before check-in / after check-out - Park and outdoor pool right outside - A/C units in every bedroom - TVs in each bedroom - 2 living rooms + office - EV charger available upon request for a Fee - Walkable area near the T, attractions, dining, and shops This bright, stylish apartment is perfect for families, groups, and business travelers. Just a 10-minute walk to the T.

Walkability · Pets · Getting around

Family Home + Near Downtown + Cool Backyard!

Welcome to our family home. It's convenient, comfortable, safe, and close to downtown Boston! We have a backyard and open space with a beautiful deck. It's a great place to spend time and enjoy a peaceful outdoor setting in the city. Located in the waterfront neighborhood of Jeffries Point, East Boston. A 5-minute walk to lovely parks and the HarborWalk. And just ONE SUBWAY STOP to downtown Boston. We love Boston - and hope we can share it with you!

Walkability · Outdoor spaces · Comfort

Luxury Grand Oasis | Pool · Gym · Parking · 2BR

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Walkability · Outdoor spaces · Hospitality

The Brickhouz at Arlington !

Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.

Pets · Walkability · TV