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 Boston

4.96 out of 5 average rating, 203 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.

Mar 18 – 25

R2,377 ZAR per night

Guest favorite

Apartment in Dorchester

4.88 out of 5 average rating, 630 reviews

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

Sep 9 – 16

R2,814 ZAR per night

Guest favorite

Condo in Boston

4.93 out of 5 average rating, 299 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.).

Oct 5 – 12

R5,426 ZAR per night

Guest favorite

Apartment in Cambridge

4.84 out of 5 average rating, 625 reviews

Victorian Charm MIT/Harvard/Kendall/Central-1BR

Welcome to our 100-year-old house! Cozy, friendly and full of charm. Very convenient to MGH. Our location is hard to beat: close to both subway and bus with many excellent restaurants in walking distance. Convenient for functions at MIT or Harvard. Located in Central Square, we are an easy walk to Kendall and Inman Squares. For runners and walkers, the Charles River paths are 0.5 mile away. This unit features hardwood floors and nine foot ceilings. The private back deck is very popular.

Apr 23 – 30

R3,193 ZAR per night

Guest favorite

Condo in Boston

4.91 out of 5 average rating, 417 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.

Jan 10 – 17

R3,886 ZAR per night

Guest favorite

Apartment in Cambridge

4.93 out of 5 average rating, 247 reviews

Bright Convenient Apt Harvard / MIT

This 600 sf apt with roof deck on the third floor of an old Victorian home is bright and airy. Surrounded trees it does become a sanctuary, a place to call "home". Centrally located and within walking distance to MIT, Novartis, Harvard. It is within minutes walk to the Central Sq subway, station. The apartment is efficiently laid out with a loft feel. It has a bedroom with king size bed, bath, kitchen, and living area with a ligne roset pullout couch/bed, plus a 230 feet deck.

Feb 5 – 12

R3,052 ZAR per night

Guest favorite

Home in Everett

4.9 out of 5 average rating, 268 reviews

Comfortable Spacious Home Near Boston w/ Parking!

Beautiful and well-appointed two-story home! Enjoy your stay in this private home with amenities, a well-equipped kitchen, & private parking for up to 2 cars. Easy and quick access to the best of Boston, Cambridge, Salem, & surrounding areas. Living room with LED flat-screen TV with Chromecast, dining room, full kitchen with dishwasher, laundry, and more! Enjoy high-speed Wi-Fi, memory foam mattresses & a small deck, and a backyard! Close to the airport, downtown, and colleges!

Jan 17 – 24

R2,719 ZAR per night

Guest favorite

Guest suite in Boston

4.85 out of 5 average rating, 687 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.

Oct 14 – 21

R6,271 ZAR per night

Guest favorite

Home in Boston

4.79 out of 5 average rating, 182 reviews

Getaway in Historic Charlestown

**PLEASE NOTE REGARDING PARKING" Resident sticker parking 8 am to 8 pm Monday thru Friday. Weekends and holidays, no restrictions. The automobile has to be registered in Charlestown to get a parking sticker. The first floor of a three-story wooden framed home, built-in 1875. A totally private space. There is a good-sized living room, a bedroom with a queen size sleigh bed, and a full kitchen. The 'cozy' bathroom was added in 2012. Maximum of TWO people.

R3,251 ZAR per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 227 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Jan 13 – 20

R2,702 ZAR per night

Guest favorite

Apartment in Boston

4.88 out of 5 average rating, 494 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.

Oct 23 – 30

R2,903 ZAR per night

Guest favorite

Guest suite in Newton

4.99 out of 5 average rating, 192 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.

Oct 6 – 13

R2,470 ZAR per night