
Family-friendly vacation rentals in Winthrop
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winthrop
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cody's Place Boston Airport Pool/Beaches ParkFree
Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Licensed Boston airport studio 5 stars, subway
We are a licensed & permitted Airbnb in the Boston area, ensuring a safe, reliable experience for all our guests, meeting safety & inspectional standards. Flexible early/late check in/out, please advise us of your expected check in and check out times so we can better accommodate you & your travel plans. Normal check in 3pm, normal check out 11am. Please let us know if you need parking, we provide free off street parking during your stay. Window AC in the summer. Looking forward to hosting you.

Oceanfront Pool. Close to Boston. Free Parking.
Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Spacious 3 Bedroom Apartment with King Bed
Family friendly, walk-out basement style apartment close to everything! Clean and safe neighborhood. A 10 minute walk to two beaches: Revere Beach - America's first public beach & Short Beach - a neighborhood favorite. 5 minute walk to Beachmont T station and bus lines - 15 minutes to Downtown Boston! 10 minute drive to Logan or 20 minute drive to the Casino. 25 minute drive to Salem. Walkable to an Italian Bakery, Dunkin Donuts and Starbucks as well as a number of restaurants and eateries.

Beachmont Guest Suite
Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront livingâideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

Stunning Oceanview-4 Train Stop Logan Airport
Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

Renovated Cozy City Getaway
Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Stylish and Cozy at Revere Beach
Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. â Fully Equipped Kitchen â Comfortable Bedroom w/ Full Bed â Office Desk â High-Speed Wi-Fi â Free Parking â Pool â Gym

Cozy studio, near beaches and city skyline views
The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy studio, with private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

2 Bedroom Apartment with Ocean Views
Quiet, newly renovated 2 bedroom apartment just outside Boston 180 degree ocean views 10-15 min walk to subway with quick access to Goverment Center, MGH, Aquarium, North End and TD Garden. Beach access accross the street and short walk to Revere Beach. Lots of good resturaunts and cafes nearby. Unit is located on the 3rd floor. 3 sets of stairs to access apartment. Perfectly safe but not handicap accessible or convenient for anyone with impaired mobility or small children.

Entire Beach-Town Cottage, Barn Charm, near Boston
A nicely renovated, old barn, fully furnished, where contemporary style meets barn-charm. Located in a quiet neighborhood with private yard and only minutes to the beach. Parking on premises. The ideal location for a short getaway with family or friends or to unwind after a long day at work. Only 25' from downtown Boston and other North Shore towns with restaurants and bars.

Boston 3 Room Apt 5 Min Walk to Train & Beach
Sunny 3 room apartment with private entrance, in 150 year old renovated home. A short walk to Revere Beach and the MBTA Blue Line, be at Logan Airport or Downtown Boston in minutes. The apartment has a full kitchen, spacious bedroom with very comfortable king size bed and TV. The living room has a leather sofa, recliner, desk and TV. Laundry on site. Free Driveway Parking.
Popular amenities for Winthrop family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Your Cozy 1 BR Apt & Relaxing Retreat

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Winery Studio w/ Private Hot Tub+Fireplace+Tasting

Headersâ Haven

Heart of Southie - Hot Tub + Walk to Top Bars

Lakeside apartment, patio, hot tub, outside shower

Family-friendly House at Prime Location
Family- and pet-friendly home rentals

#5 Modern Suite w/ King Bed & Jacuzzi near Boston

Beechwood Cottage

Ocean Park Retreat

Coastal Home Walk to Beach

Ocean view studio with hot tub & access to Boston

Modern Suite Near Boston, Airport & Downtown

Luxury apt w/ sauna & deck | by airport, downtown

7Salem, MA
Family-friendly home rentals with a pool

Cozy, with Lots of Space

Spacious vacation unit in premium suburban town

Modern Space With Pool Close To Singing Beach

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Sunny Condo only 15 mins to Boston, with Parking!

2bed Condo in Cambridge w/balcony Garage Parking

Cozy Private Studio Unit w/ Laundry and Parking!
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,429 GYD | G$34,731 GYD | G$38,706 GYD | G$44,983 GYD | G$49,795 GYD | G$47,912 GYD | G$49,376 GYD | G$49,795 GYD | G$47,703 GYD | G$50,213 GYD | G$43,100 GYD | G$39,334 GYD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Quick stats about vacation rentals that are family-friendly in Winthrop

Total vacation rentals
Explore 80 vacation rentals in Winthrop

Nightly prices starting at
Winthrop vacation rentals start at G$16,738Â GYD per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Winthrop vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winthrop rentals

4.8 Average rating
Winthrop stays are highly rated by guestsâaveraging 4.8 out of 5!

Nearby attractions
Winthrop's top spots, include Orient Heights Station, Beachmont Station, and Suffolk Downs Station
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- Rentals with a washer and dryer Winthrop
- House rentals Winthrop
- Apartment rentals Winthrop
- Rentals with a patio Winthrop
- Beachfront rentals Winthrop
- Waterfront rentals Winthrop
- Fitness-friendly rentals Winthrop
- Rentals with beach access Winthrop
- Pet-friendly rentals Winthrop
- Rentals with a fireplace Winthrop
- Rentals with outdoor seating Winthrop
- Family-friendly rentals Suffolk County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Harvard University
- Boston Common
- Revere Beach
- Brown University
- Boston University
- Freedom Trail
- New England Aquarium
- Boston Seaport
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Crane Beach
- Gillette Stadium
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- North Hampton Beach
- Onset Beach
- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo




