Mount Snow Vermont Rentals - Vacation Rentals in Winthrop

Pet-Friendly Revere Getaway, Steps from the T! From US $592
         

10.0 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Château sur Mer Bed & Breakfast From US $211
         

|
8.6 (211 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available From US $385
         

10.0 (53 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Bright 2BR by Boston Waterfrontn From US $244
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Spectacular Oceanfront 1 Bedroom Unit in Winthrop From US $343
         

10.0 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Winthrop

Over 211+ Luxury Places to Stay in or Near Winthrop
Waterfront Escape - Spectacular Views, Only 5 Minutes from Boston Airport From US $1,315
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
NomadiQ - Walk to Airport, 5 min to Downtown 01 From US $899
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Winthrop

Over 40+ Top-Rated Vacation Rentals with a Pool in or Near Winthrop
Cody's Place Winthrop Boston Logan Airport Beaches From US $391
         

10.0 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Boston Logan Airport From US $228
         

|
9.2 (2327 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Boston Logan Airport From US $314
         

|
9.0 (3737 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Logan International Airport From US $164
         

9.0 (2237 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Boston Logan Airport - Revere by IHG From US $166
         

9.0 (1308 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Staybridge Suites Boston Logan Airport - Revere by IHG From US $174
         

|
9.0 (913 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Embassy Suites Boston Logan Airport From US $213
         

|
8.8 (2370 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hilton Garden Inn Boston Logan Airport From US $337
         

|
8.6 (1718 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Winthrop

Over 71+ Pet-Friendly Vacation Rentals in or Near Winthrop
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC From US $443
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern 3BR Walk to Subway 2 Min to LOGAN Airport From US $316
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Jeffries Point From US $182
         

|
New
Condo
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Steps to Short Beach: Ocean-View Apt w/Deck! From US $341
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Winthrop on PetFriendly.io

Large Vacation Homes & Villas in Winthrop

Over 11+ Large Vacation Homes & Villas in or Near Winthrop
The Maverick Upstairs - Lux Apartment - Near Airport/Downtown - NEW! From US $497
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Luxury Furnished Apartment Near Logan Airport From US $266
         

|
9.1 (20 Reviews)
Apartment
  • Air Conditioner
  • Accessibility
  • Security/Safety
3BR1.5BA Retreat - Near Airport From US $680
         

9.8 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Sage Apartments Boston Logan Airport Chelsea From US $420
         

|
New
Apartment
  • Air Conditioner
  • Parking
  • Accessibility
Boston 4BD-5 min walk to Train&Beach/10min-Airport-Free Parking From US $542
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Beautiful 4BD/2BA Gem! Near airport, city, subway! From US $635
         

6.0 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Wheelchair Accessible Vacation Homes in Winthrop

Over 48+ Wheelchair Accessible Vacation Homes in or Near Winthrop
Blueground | Revere, pool, nr Revere Beach From US $176
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Regency Boston Harbor From US $271
         

|
8.5 (1705 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Regency Boston Harbor From US $315
         

|
9.2 (1841 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Blueground | East Boston, AC, nr parks & beach From US $175
         

Blueground | East Boston, AC, balcony, nr park From US $153
         

Winthrop Vacation Rentals and Airbnb Places to Stay Under $200

Over 50+ Winthrop Vacation Rentals and Airbnb Places to Stay Under $200
Eagle's Landing - Logan Airport From US $112
         

|
9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Holiday Inn Boston Logan Airport - Chelsea by IHG From US $200
         

|
8.6 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Charming B&B with AC, WiFi in Phenomenal Revere From US $143
         

New
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Winthrop

Over 88+ Instantly Bookable Vacation Homes in or Near Winthrop
Entire apartment, Boston in 14min, Beach in 4min! From US $380
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available From US $313
         

10.0 (52 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Luxury 3BD Short Walk to Airport From US $782
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
3 BDRM Apt Next to Airport/5 min to Downtown From US $243
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Vibrant Winthrop Apartment - Close to Ocean! From US $218
         

9.8 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Modern Beachside Space - Near Boston/Airport/Train From US $223
         

9.6 (45 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Serenity Suite Homes 2BD/1BA near Logan Intl/Metro From US $399
         

About Winthrop Vacation Rentals

With more than 220 Winthrop vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Mountsnowvermontrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winthrop.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Mountsnowvermontrentals Winthrop, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winthrop. Places to stay near Winthrop are 681.74 ft² on average, with prices averaging $339 a night.

Mountsnowvermontrentals makes it easy and safe to find and compare vacation rentals in Winthrop with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winthrop

Type Count
Holiday Apartments 138
Vacation Homes 29
Hotels with Suites 27
B&B 5
Villas 2

Use these Quick Filters to Find a Vacation Rental in Winthrop

Pro Tip: Mountsnowvermontrentals makes it easy to compare the best listings on Mountsnowvermontrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mountsnowvermontrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winthrop.

Weather in Winthrop

View the weather forecast for Winthrop before booking your Winthrop Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Winthrop Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Winthrop?
How many vacation rentals are available in Winthrop?

Currently, the total number of properties listed in 2026 is over 220 in the Winthrop area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Winthrop.