
House holiday rentals in Winthrop
Find and book unique houses on Airbnb
Top-rated house rentals in Winthrop
Guests agree: these houses are highly rated for location, cleanliness and more.

The Nest | A peaceful retreat in the city
Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

Gorgeous Retreat - Amazing Kitchen - Hosts 6
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino Whether you travel for outdoor adventure, beach time, family bonding or just hanging out, this gorgeous two-bedroom home – just minutes away from the beach and Encore Casino and less than 20 minutes from the city center – was lovingly renovated and outfitted to curate an experience of being at home, at peace, and surrounded with quiet beauty. Restaurants, Grocery Store, Pharmacy and other conveniences within minutes walk.

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.

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
This is a 1st floor private unit nestled in a serene urban enclave. Conveniently surrounded by public transit, shops, and dining options within a 0.6-mile radius. Originally a charming Victorian abode, meticulously renovated in 2016 to seamlessly blend historic elegance with contemporary comforts. Revel in a fully-equipped kitchen, private rear porch, and a tranquil bedroom boasting a plush queen-size bed. Tailored for your short or extended stay needs, with central air for optimal comfort.

Entire Apartment in Stoneham
Welcome to our cozy, beautiful, and well-equipped home—your perfect retreat in the heart of Stoneham. Wake up in this bright and inviting apartment, just 20 minutes from the airport and the historic city of Boston. You’ll be conveniently close to shopping malls, restaurants, coffee shops, grocery stores, and the stunning nature of Middlesex Fells Reservation and Stone Zoo. Whether you’re here to explore or unwind, this charming home will make your trip both enjoyable and stress-free.

Superb urban community Apartment
Dear guest, it is our pleasure to welcome you to our superb urban community apartment. Whether you’re traveling on business or pleasure, we strive to provide you with an apartment that is clean and comfortable, with friendly attentive service at a value-conscious price. This apartment located in the heart of the city, minutes away from Logan international airport, downtown Boston and Revere beach. Walking distances to restaurants and public transportation. Safe and quiet neighborhoods

Stunning urban hideaway nearby Harvard Square
Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free
Stay in our elegant Boho-Modern Home Only 15min from Boston's Major Attractions. ✔Queen Beds+Organic bedding, cleaned w/ natural cleaners for your BEST rest w/o combatting toxins/fragrances ✔Ideal for Families and Staycations ✔Inviting Dinning and Large Kitchen ✔Fast WIFI+Netflix ✔Off-Street Parking ✔Self check-ins with secure keypad ✔Laundry Everything you need is provided - Just pack up your clothes and enjoy your stay with us! Book today to reserve our luxury home!

Prime location near Boston
Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

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.

Oceanfront Mermaid of HULL w/ Deck Hot Tub & View!
Please ask me directly to send you a video of this fabulous space since it is against AirBnB policy to put it here. Welcome to “Mermaid of HULL” So happy to be hosting you, hope you make memories to last your life time. Next to Nantasket Beach Resort, "Mermaid of Hull" has panoramic views of the ocean. Walk beach, most restaurants, live entertainment, or take a 25-35 minute ferry to Boston's Wharfs or Logan Airport.

Private apartment close the city!
New couch! New towels and linens! Fresh paint! New flooring coming soon. I heard the feedback and am refreshing/updating everything! My goal is happy guests and I'll do my best to make that happen. This private apartment is part of my home but has a separate entrance, full bath, living room and private bedroom. We're in a family neighborhood close to the city, and very convenient for those visiting with a car.
Popular amenities for house rentals in Winthrop
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Nana-tucket Inn

Large Pool, Nature Trails, Redd's Pond, 4-Bed

Bauhaus Retreat in Nature Preserve

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

A Charming House with Private Pool & BBQ Area

Spacious vacation unit in premium suburban town
Weekly house rentals

Spacious & Pet-Friendly Modern Home in Charlestown

3 BR Private Family Home, S. Boston/Seaport/BCEC

Sunny 3 bedroom on beach

Family Friendly City Oasis! Free Parking, King Bed

Residential home ▪ Billerica ▪ quiet, clean & cozy

Sea Forever - Oceanfront Home in Nahant!

Cozy & Modern Entire Residential Home ❤️

Entire House Near Boston-Salem - Walk to the beach
Private house rentals

Modern Studio Near Airport & Downtown - w/Parking!

The Grand Residence

Historic Marblehead Nautical Home|Minutes to Salem

Explore Stoneham

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Stylish Retreat in Historic Quincy | Pet Friendly

Across the Subway · close to TD Garden · Families!

Beautiful | Clean | Renovated | 1st FL—W/D—Parking
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 73 | € 83 | € 85 | € 104 | € 110 | € 118 | € 98 | € 113 | € 110 | € 104 | € 87 | € 91 | 
| 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 house rentals in Winthrop
 - Total holiday rentals- Explore 60 holiday rentals in Winthrop 
 - Nightly prices starting at- Winthrop holiday rentals start at € 35 per night before taxes and fees 
 - Verified guest reviews- Over 6,170 verified reviews to help you choose 
 - Family-friendly holiday rentals- 20 properties offer extra space & child-friendly amenities 
 - Pet-friendly holiday rentals- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 40 properties have a dedicated workspace 
 - Wifi availability- 60 of Winthrop holiday rentals include wifi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi and Pool across Winthrop rentals 
 - 4.8 Average rating- Winthrop stays are highly rated by guests – averaging 4.8 out of 5! 
 - Nearby attractions- Winthrop’s top spots include Orient Heights Station, Beachmont Station and Suffolk Downs Station 
Destinations to explore
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- Rentals with outdoor seating Winthrop
- Beachfront rentals Winthrop
- Fitness-friendly rentals Winthrop
- Flat rentals Winthrop
- Rentals with a patio Winthrop
- Rentals with a washing machine and dryer Winthrop
- Rentals with beach access Winthrop
- Waterfront rentals Winthrop
- Pet-friendly rentals Winthrop
- Family-friendly rentals Winthrop
- Rentals with a fireplace Winthrop
- House rentals Suffolk County
- House rentals Massachusetts
- House rentals United States
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- New England Aquarium
- Duxbury Beach
- Good Harbor Beach
- Freedom Trail
- Canobie Lake Park
- MIT Museum
- Crane Beach
- Museum of Fine Arts, Boston
- Onset Beach
- Jenness State Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Prudential Center
- Roger Williams Park Zoo
- White Horse Beach
