Best Vacation Homes in North Windham
House
10.0(77 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $383/Night
7 Nights - US $2,683
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1506.95 ft²
Spa
Skiing- Fireplace/Heating
- View
US $257/Night
7 Nights - US $1,801
House
8.8(121 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Kitchen
Parking
Air Conditioner
US $262/Night
7 Nights - US $1,835
Cottage
10.0(46 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $326/Night
7 Nights - US $2,281
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Fireplace/Heating
Pool
Pet Friendly- Parking
US $371/Night
7 Nights - US $2,597
Cottage
10.0(32 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $314/Night
7 Nights - US $2,199
House
10.0(26 Reviews)
2 Bedrooms
1 Bath
6 Guests
1800 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $799/Night
7 Nights - US $5,593
Cottage
10.0(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $367/Night
7 Nights - US $2,568
North Windham Luxury Rentals
Other
10.0(24 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $727/Night
7 Nights - US $5,090
House
10.0(7 Reviews)
5 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $637/Night
7 Nights - US $4,460
House
7.8(9 Reviews)
5 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
US $610/Night
7 Nights - US $4,268
House
10.0(38 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $546/Night
7 Nights - US $3,824
House
9.4(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $485/Night
7 Nights - US $3,398
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $463/Night
7 Nights - US $3,242
House
9.6(35 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $456/Night
7 Nights - US $3,190
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Parking
- Internet
- Child Friendly
Sports/Activities
US $435/Night
7 Nights - US $3,045
North Windham Pet Friendly Vacation Rentals
Cottage
10.0(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $230/Night
7 Nights - US $1,610
House
1 Bedroom
3 Baths
7 Guests
2002.09 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Air Conditioner
US $386/Night
7 Nights - US $2,703
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $426/Night
7 Nights - US $2,981
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $262/Night
7 Nights - US $1,837
Hotel
9.1(359 Reviews)
1 Bath
3805.81 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $308/Night
7 Nights - US $2,155
Cottage
9.4(26 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,629
Cabin
8.8(48 Reviews)
2 Bedrooms
1 Bath
6 Guests
764 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $249/Night
7 Nights - US $1,746
House
10.0(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $408/Night
7 Nights - US $2,858
North Windham Large Vacation Homes
Cabin
9.0(22 Reviews)
4 Bedrooms
2 Baths
10 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $413/Night
7 Nights - US $2,891
Cottage
9.2(34 Reviews)
4 Bedrooms
1 Bath
10 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $302/Night
7 Nights - US $2,113
House
10.0(6 Reviews)
5 Bedrooms
5 Baths
15 Guests
5746 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $2,122/Night
7 Nights - US $14,852
Apartment
3 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $144/Night
7 Nights - US $1,010
House
10.0(46 Reviews)
7 Bedrooms
5 Baths
14 Guests
5500 ft²
Private Pool- Hot Tub
- Spa
- Fireplace/Heating
US $1,420/Night
7 Nights - US $9,940
House
10.0(6 Reviews)
4 Bedrooms
3 Baths
11 Guests
2487 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $271/Night
7 Nights - US $1,897
House
5.0(1 Review)
5 Bedrooms
3 Baths
14 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
US $357/Night
7 Nights - US $2,499
Cottage
3 Bedrooms
2 Baths
10 Guests
1400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $295/Night
7 Nights - US $2,065
Why Choose Rent By Owner for your North Windham Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for North Windham
How to Book Your North Windham Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in North Windham
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a spacious outdoor patio for relaxing or dining al fresco under the open sky.
- Take advantage of a private backyard perfect for outdoor games or family gatherings.
- Make use of a barbecue grill to host memorable cookouts during your stay here.
- Relax by a shared or private swimming pool, ideal for cooling off during warm days in the region.
- Discover the beauty of nature with nearby walking trails and scenic views right outside your door.
- Utilize outdoor furniture that invites you to unwind and soak in the fresh air of this destination.
- Experience the convenience of on-site parking, making exploring the area hassle-free.
Top Attractions Around North Windham
What attractions are nearby?
While staying in North Windham, Connecticut, you can enjoy a variety of outdoor activities and scenic explorations nearby, making it an ideal destination for those looking to immerse themselves in the natural beauty of the area.
Family Activities
- Connecticut River Walk: Stroll along the scenic Connecticut River and enjoy the natural beauty that surrounds this family-friendly area.
- Windham Mountain Resort: Experience outdoor adventures at Windham Mountain, with activities suitable for children and teenagers alike.
- North Windham Community Park: Spend a relaxing day at the community park, featuring playgrounds, picnic areas, and open spaces perfect for family outings.
- Local Nature Trails: Explore nearby nature trails that offer easy hikes and the chance to observe local wildlife, ideal for outdoor-minded families visiting here.
Adult Activities
- Explore the Windham State Forest: Immerse yourself in scenic hiking and trail walks amidst nature's tranquility in this popular outdoor destination nearby.
- Visit the Windham Textile Museum: Discover the region’s rich industrial history through engaging exhibits that showcase its historic textile industry.
- Enjoy a round at The Connecticut Golf Club: Experience a challenging and picturesque golf course that offers a relaxing day for enthusiasts of all skill levels.
- Attend local events and festivals: Engage with the community through seasonal gatherings and cultural festivals held throughout the year here, offering authentic regional experiences.
North Windham Travel Tips
How Can You Make the Most of Your Stay?
- Explore local attractions and outdoor activities: Take advantage of the natural beauty surrounding this destination by planning outdoor adventures that showcase the area's scenic landscapes.
- Immerse yourself in regional cuisine: Discover nearby eateries and specialty food spots to experience authentic flavors unique to here’s culinary scene.
- Plan your activities around the seasons: Check out seasonal events and weather patterns to optimize your outdoor excursions and sightseeing plans during your stay.
- Select accommodations with local charm: Choose vacation rentals that offer a cozy, authentic feel, enhancing your connection to this region’s welcoming atmosphere.
Transportation Options
- Windham Airport: This regional airport offers convenient flights for travelers heading to the area, making your arrival straightforward and efficient.
- Interstate 84: A major highway passing through here, providing easy access for road trips and connecting you to neighboring cities and attractions in the region.
- Public Transit Services: Local bus routes serve the area, allowing hassle-free transportation without the need for a rental car for short-distance travel.
- Taxis and Rideshare Options: Reliable taxi companies and rideshare services like Uber operate here, offering flexible transportation solutions around this destination.
Local Customs Options
- Local Craftsmanship: You can observe the region’s rich tradition of craftsmanship reflected in handmade goods and local markets, offering authentic souvenirs during your stay.
- Community Festivals: Participating in or observing community festivals provides insight into the area’s vibrant cultural heritage and friendly neighborhood spirit.
- Culinary Traditions: Enjoying traditional dishes at local eateries allows you to experience the region’s unique culinary customs firsthand.
- Respect for Nature: The area's customs emphasize harmony with the natural environment, which is evident in outdoor activities and conservation efforts during your visit.
North Windham Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in North Windham?
There are a lot of options in North Windham. If you plan on staying in the North Windham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in North Windham:
- Go Jump in the Lake!
- The Bungalow at Eagleville Lake nUnder 3 miles to UCONN!
- Magical Waterfront Cottage! Pet friendly!
- Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
- Lakefront Connecticut Retreat Near UConn
- Spacious modern home on private lake
- Hanover Vineyards
- Lake Getaway at Coventry Lake! close to Uconn
- The Lake House
- Lakefront Cottage w/Covered Porch & Dock!
2. Which vacation homes in North Windham are best for families?
If you are looking for a family-friendly vacation home in North Windham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in North Windham:
3. How many Rentbyowner vacation rentals are available in North Windham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 107 in the North Windham area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in North Windham.
4. What is the cancellation policy for vacation rentals in North Windham, Connecticut?
The cancellation policy varies depending on the specific property listed. You should review the terms and conditions outlined in the booking listing or contact the host directly to understand the refund options and deadlines.
5. How do I ensure my stay meets local regulations and safety standards?
Each property owner in this area adheres to local safety and hospitality standards. Details related to safety features and compliance are typically provided in the property description, but you can also reach out to the owner for additional information.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, service fees, or taxes are often detailed on the listing page. Always review the total cost breakdown before completing your reservation to avoid surprises.
7. What amenities are typically available in rental properties in this destination?
Most vacation rentals here offer essential amenities like Wi-Fi, parking, and kitchen facilities. For specific features or extras, check the property description or contact the owner directly.
8. How far in advance should I book to secure my preferred rental during peak seasons?
To guarantee availability during busy times, it's advisable to book several months ahead. Early reservations also give you more options, especially in popular areas within the region.
North Windham Top Rated Vacation Rentals
Apartment
9.8(30 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $232/Night
7 Nights - US $1,622
House
8.8(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
5000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $387/Night
7 Nights - US $2,709
US $195/Night
7 Nights - US $1,368
House
10.0(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $299/Night
7 Nights - US $2,093
Cabin
10.0(1 Review)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $352/Night
7 Nights - US $2,461
Cabin
10.0(1 Review)
2 Bedrooms
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $209/Night
7 Nights - US $1,463
