Pet-friendly holiday rentals in Boston

Walk everywhere! Location! Location! Cute 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.

Pets · Walkability · Bathroom

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.

Pets · Walkability · Indoor spaces

(N2R) Private Deck, Styled Studio, Prime Location!

🌆 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.

Walkability · Outdoor spaces · Wi-Fi

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

Walkability · Long stay · 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 · Indoor spaces

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 · Decor

(476-3) Bright Studio, Outdoor Space, A+ Location!

📍 Columbus Avenue in Boston is a vibrant and bustling street that runs through the heart of the Back Bay and South End neighborhoods. Lined with charming brownstones, trendy shops, and a wide variety of dining options, it offers a delightful urban experience for guests. 🚶‍♂️🍽️🛍️ The avenue is well-connected and provides easy access to many of the city’s top attractions, making it an ideal home base for exploring Boston’s rich history and cultural offerings. 🏛️🎭

Pets · Walkability · Condition

Sterling 1BR at Everett | Pool & Gym

Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

Outdoor spaces · Location · Cleanliness

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.

Walkability · Hospitality · Comfort

The Ellie House 11, Back Bay, 2 bed!

The Ellie House is ideally located on St. Botolph Street, where Back Bay meets the South End. Surrounded by classic brownstones and leafy streets, you’re steps from Newbury Street, the Prudential Center, and Copley Square. Walk to top universities like Northeastern, Berklee, and Boston University, and access world-renowned hospitals including Mass General and Brigham & Women’s. Enjoy endless dining, shopping, and cultural landmarks right outside your door.

Walkability · Cleanliness · Check-in

Pretzel Factory Loft w/Peloton

Creative loft style house that is home to a fashion designer and her family! Two floor loft like living very centrally located in Brookline MA. Very centrally located in Brookline Village. A few minutes walk to the T and very close to the hospital district. Whole house perfect for the whole family with fast Wifi and garage parking. Search for 'Everywhere Architecture' & click on 'White Place' to see more pictures!

Walkability · Outdoor spaces · Layout

(T3) Fresh & Fun Studio in Heart of South End

🌆 Welcome to Boston’s South End! Stay in the heart of a historic and culturally diverse neighborhood, right on Tremont Street. Step outside and explore a vibrant mix of 🍽️ restaurants, art galleries, and unique boutiques—all within walking distance. The South End is the perfect base for discovering Boston, offering a blend of charm, convenience, and local culture that makes every stay unforgettable.

Walkability · Pets · Comfort