
Vacation rentals with outdoor seating in Winthrop
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Winthrop
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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.

The Mason Suite of Salem
*We have THE BEST location in all of Salem! Take a look at our reviews!* The Mason Suite is a boutique lodging experience with all the comforts of home! Built in 1844 and nestled among Salem's most prized architecture, the Suite is just steps from the Witch Museum, bustle of the pedestrian mall, and Salem Common! Recently renovated from top to bottom! You'll be surrounded by fine furnishings, culture and history! The location is 10/10! We strive to provide you with the ideal Salem experience!

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.

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 living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

J&K's BnB .... Private studio Airbnb with parking
Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

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.

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.

CITY APARTMENT NEAR AIRPORT
🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Modern Victorian close to Salem
Welcome to The Ulman! Enjoy a stylish experience in our centrally-located historic condo. We are walkable to exquisite beaches and parks as well as downtown Swampscott where you will find shops, restaurants & bars to explore. If you feel like hanging in, share a meal in our well stocked kitchen or a cocktail in the parlor. Perfect for a couples getaway, small family or a group of friends looking to explore the North Shore.

Luxury Condo in Boston w/ backyard & parking
2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.
Popular amenities for Winthrop outdoor seating rentals
House rentals with outdoor seating

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

3BR Immaculate and Sunny Home Near the Beach!

Absolutely Gorgeous 3 Bedroom Close to Boston

Stone Cottage with meadow view

Quiet Melrose Home

Brand New 3Bed2bath Home Near Logan, Boston &Salem

Large, Comfortable & Conveniently located Home

Ocean Views at Casa de Mar near Salem & Boston
Apartment rentals with outdoor seating

Two bedroom Apt with a deck

-2 Traditional 3 BR/2 Bath/Prkng By Arprt/Bos

Country Charm minutes from the Hub - 1st Floor Apt

🎖The Ashmont Suite | Close to Subway + Downtown🎖

5 minutes to downtown. Charming. Clean. Cozy.

Cambridge Retreat - Sunny 2BR - Close to Harvard

Lux 2BR Apt w/ Pool and Gym

The 1870 Langmaid House Suite
Condo rentals with outdoor seating

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

My Place - 2 Bedroom Condo with Parking

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

Harbor View Suite

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Stylish garden level studio with a private patio

New Super Modern 2 bed in Waltham

Boston Rooftop Retreat
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,057 GYD | G$30,337 GYD | G$29,919 GYD | G$32,639 GYD | G$36,614 GYD | G$36,614 GYD | G$41,635 GYD | G$44,564 GYD | G$37,869 GYD | G$42,263 GYD | G$36,823 GYD | G$29,919 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 with outdoor seating in Winthrop

Total vacation rentals
Explore 30 vacation rentals in Winthrop

Nightly prices starting at
Winthrop vacation rentals start at G$12,553Â GYD per night before taxes and fees

Verified guest reviews
Over 6,310 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.9 Average rating
Winthrop stays are highly rated by guests—averaging 4.9 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
- Family-friendly rentals Winthrop
- Rentals with outdoor seating Suffolk County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating 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




