
Pet-friendly vacation rentals in Winthrop
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winthrop
Guests agree: these pet-friendly homes 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.

Two bedroom Apt with a deck
2nd floor apt, located on Pleasant St, the main road into Historic downtown Marblehead. Cute deck, main entrance to apt is off the deck. The apt is only minutes walk from great restaurants, gym, yoga studio, bike /running trail. 15 min walk to the beach (4 min drive) and historic downtown and uptown where you will find tons of really great shops. The apt is tastefully decorated and is quiet.see house rules Dogs are very welcome, but need to be house trained + friendly with other dogs/people.

Ocean view studio with hot tub & access to Boston
All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, fast internet, granite kitchen, comfy couches, Breville Barista, bbq, and Sealy queen bed. Space is private with quiet residents in adjoining units. Off street parking. 2 sets of stairs to private entry, shared entrance by request. Use of hot tub at no additional cost. Short walk to beaches.

Heart of Old Town One-Bed (Right-side Duplex)
Enjoy this charming 2-story townhouse with private entrance built in 1900 with the quaint characteristics of an antique harbor side home. Located in the heart of Old Town, close to Crocker Park and overlooking the Harbor, it is walking distance to everything! Our space features a full kitchen, dining room and living room (with twin sofa bed) on the first level and 1 king bedroom with full bathroom upstairs. Also on the 2nd level is a study with day-bed and desk. We look forward to hosting you!

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.

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.

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.

Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

New Super Modern 2 bed in Waltham
A tastefully decorated unit on the 1st floor. Just across from the Waltham Watch Factory. 10-min walk to Moody St. and Charles River path. Built in 2014, open living, dining, and kitchen areas are ideal for working or entertaining. Stainless steel appliances and high class kitchenware. Spacious 2 bedrooms and 1 bathroom. Private deck. In unit washer/dryer. Baby friendly. Parking spot#1. Tax of 11.7% starts 7/1/19. Open and no-contact fire stairway is accessible from the parking lot.

Luxury apt w/ sauna & deck | by airport, downtown
Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

Cozy suite in the city!
Enjoy a stylish experience at this centrally-located place in an extremely vibrant neighborhood of Boston. While staying at the AIRBNB, you will be in close proximity to the BCEC if you are in town for work. If you are in town for a pleasure, you will be very close to Downtown Boston, Fenway Park, the Seaport District, Faneuil Hall and the historic North End. You’ll be pleasantly surprised of how easy public transportation is to navigate around the city from the AIRBNB.

Apartment 1BR mins from JFK/UMASS free parking
Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.
Popular amenities for Winthrop pet-friendly home rentals
Pet-friendly house rentals

Home w/Yard+Parking & <15 Miles to Boston & Salem

Salem close to T entire house! Parking Galore!

Beautiful renovated 3 bedroom apt near Boston.

Family Friendly City Oasis! Free Parking, King Bed

Cheerful 1-bedroom New England Ranch

Absolutely Gorgeous 3 Bedroom Close to Boston

Large, Comfortable & Conveniently located Home

Ocean Views at Casa de Mar near Salem & Boston
Pet-friendly home rentals with a pool

Pet-friendly 4-Bed Home w/Pool, Nature Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Ink Block 2BR 2BA Apartment with beautiful views

Modern Apt with Balcony

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Cozy Private Suite halfway between Cape & Boston

Modern Space With Pool Close To Singing Beach
Private, pet-friendly home rentals

Sunny 2br appt close to Boston/Airport/Beaches.

Spacious & Pet-Friendly Modern Home in Charlestown

Luxury Double King • Sky Lounge • EV Parking

Peaceful 2BR near US Route 1 and Boston.

Sea Forever - Oceanfront Home in Nahant!

The Day-Burrill-Wadsworth-La Voix House

Winchester Apartment on Greenway

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
When is the best time to visit Winthrop?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $165 CAD | $164 CAD | $184 CAD | $205 CAD | $235 CAD | $243 CAD | $243 CAD | $285 CAD | $241 CAD | $237 CAD | $194 CAD | $190 CAD |
| 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 pet-friendly in Winthrop

Total vacation rentals
Explore 50 vacation rentals in Winthrop

Nightly prices starting at
Winthrop vacation rentals start at $82 CAD per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Winthrop vacation 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
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- 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
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- Prudential Center
- Roxbury Crossing Station
- Roger Williams Park Zoo




