Family-friendly vacation rentals in Downtown, Boston

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Top-rated family-friendly rentals in Downtown, Boston

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Dorchester

4.96 out of 5 average rating, 227 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Guest favorite

Rental unit in Somerville

4.96 out of 5 average rating, 306 reviews

Private, stylish, in central location

Relax in this cozy and quaint gem that has been renovated with privacy and convenience in mind. Carefully selected decor and amenities lend a comfortable yet modern look to the space. Enjoy your morning coffee on the rear open porch. Explore the vibrant neighborhood of Inman sq just foot steps away with some of the city's best restaurants. Take a leisurely walk to Harvard sq and drive to downtown Boston in minutes. Private parking at door step. Only a 4 min walk to the new Union Sq. t-stop.

Guest favorite

Condo in Charlestown

4.93 out of 5 average rating, 336 reviews

Luxurious Home in Boston's Historic Charlestown

Featured in Boston Design Guide. Luxurious full floor condo in the historic and charming gaslight district of Boston's Charlestown section. Steps to Bunker Hill Monument and 1.5 miles from Encore Casino. Brand new kitchen with high end copper finishes, new appliances. HD Smart TV with movie and streaming apps. Queen size memory foam mattress, walk in closet, comfy pullout couch, full bathroom w/ newly tiled standing shower, washer/dryer and hotel-like amenities (shampoo, soap, etc.).

Guest favorite

Condo in Beacon Hill

4.91 out of 5 average rating, 442 reviews

BEAUTIFUL BEACON HILL 2 BEDROOM!

Come stay at our charming condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our two bedroom/one full-bath condo is beautifully furnished and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, jump on a Duck Boat Tour, visit a relative at Mass General, shop on Newbury St, or dine on Charles St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Superhost

Guest suite in Jamaica Central - South Sumner

4.88 out of 5 average rating, 358 reviews

Light and airy separate apt in funky Jamaica Plain

The apt. has 4 twin beds in our quirky 1880 Victorian farmhouse in central Jamaica Plain. Fast transportation to downtown Boston, Cambridge, and LMA. Separate entrance, kitchen and bathroom, shared deck. PLEASE NOTE: there are STEEP STAIRS to the unit, and a NARROW SPIRAL STAIRCASE inside the unit. Ceiling in the bathroom is LOW. People with mobility issues may find these difficult. Bulky luggage may have to stay on the main floor. PLEASE read description carefully before booking.

Guest favorite

Rental unit in South End

4.96 out of 5 average rating, 358 reviews

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.

Guest favorite

Guest suite in Beacon Hill

4.85 out of 5 average rating, 756 reviews

Second Oldest Home in Beacon Hill

Small private studio apartment built in 1789, located at the top of Beacon Hill. It is next door to the oldest house in Beacon Hill and is close to many tourist attractions while still being in a quiet local neighborhood. You will be with in 5 minutes of the Massachusetts State House and the oldest park in the country known as the Boston Common. You will also be within walking distance of Back Bay and the North End. We welcome you to our small home in Beacon Hill.

Guest favorite

Rental unit in Back Bay

4.97 out of 5 average rating, 154 reviews

Luxury 4BR | 2.5BA Back Bay Duplex

Our recently renovated 4 bedroom garden-level duplex is just steps from Newbury St. and the Prudential Center / Copley. This 2,000 sqft duplex features three bedrooms with queen size beds and a kid's room with a twin trundle bed, gorgeous hardwood floors, central air, 2.5 bathrooms with a jacuzzi and rainfall shower, gourmet kitchen featuring Sub-Zero and Wolf appliances, and premium cable & internet.

Guest favorite

Rental unit in North End

4.96 out of 5 average rating, 304 reviews

Large 1-Bed. Condo in the Heart of the North End

Perfectly appointed, clean and comfy 1 bedroom condo unit steps from the Old North Church in Boston's historic North End. A full kitchen, a full bathroom with shower & washer/dryer, one bedroom with a comfy queen bed, a living room with one sofa bed, and a dining room with ample room all make this the perfect place to plop down during your visit to Boston. Centrally located, quiet and private.

Guest favorite

Rental unit in Jamaica Central - South Sumner

4.88 out of 5 average rating, 534 reviews

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

Guest favorite

Rental unit in North End

4.91 out of 5 average rating, 122 reviews

Modern North End Studio

Centrally located 4th floor studio apartment in the heart of downtown Boston in the North End. Fall in love with the mix of old world Italy and downtown Boston in a recently renovated apartment that is a short walk to TD Garden, Faneuil Hall, the harbor and aquarium, and the rest of Boston.

Guest favorite

Guest suite in Newton

4.98 out of 5 average rating, 623 reviews

Spacious suite with private entrance, parking spot

Spacious suite on the third floor of a Victorian home. Private entrance. Off-street parking for one car. Short walk to Boston express bus and other bus lines to Fenway, downtown, Cambridge and other areas. Less than two miles from Boston College. Seven miles from the center of Boston.