Windham Beach Home Rentals
House
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
1 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $131/Night
7 Nights - US $920
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- View
US $409/Night
7 Nights - US $2,865
Bed & Breakfast
9.0(28 Reviews)
1 Bedroom
1 Bath
Spa
Skiing- Fireplace/Heating
- Ocean View
US $247/Night
7 Nights - US $1,731
Apartment
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $215/Night
7 Nights - US $1,504
House
9.0(1 Review)
5 Bedrooms
4 Baths
16 Guests
3304.52 ft²
Private Pool- Oceanfront
Pool- Ocean View
US $1,336/Night
7 Nights - US $9,350
House
10.0(110 Reviews)
6 Bedrooms
3 Baths
14 Guests
4200 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,205/Night
7 Nights - US $8,435
US $159/Night
7 Nights - US $1,113
House
10.0(66 Reviews)
4 Bedrooms
3 Baths
8 Guests
2784 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $503/Night
7 Nights - US $3,523
US $357/Night
7 Nights - US $2,499
House
10.0(62 Reviews)
5 Bedrooms
2 Baths
8 Guests
2028 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $360/Night
7 Nights - US $2,520
Hotel
7.6(14 Reviews)
10 Baths
565.1 ft²
- Oceanfront
- Skiing
- Fireplace/Heating
- Pool
US $199/Night
7 Nights - US $1,393
House
10.0(42 Reviews)
3 Bedrooms
2 Baths
6 Guests
1750 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $300/Night
7 Nights - US $2,100
Why Choose Rent By Owner for your Windham Beach Home Rentals?
What makes our Beach Home 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.
Best Times to Visit Windham
When should you plan your Beach Home Rentals stay?
Choosing the optimal time to vacation here ensures you enjoy the best weather and amenities that this destination has to offer, making your experience with beach rentals in Windham, New York, as memorable and relaxing as possible.
Peak Season Highlights
Summer (June to August)
During the summer months, you'll experience warm daytime temperatures ideal for enjoying outdoor activities and relaxing by the water in this destination.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to October)
Early fall offers pleasant weather and beautiful foliage, making it a popular time to visit here before the winter chill sets in.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (November to February)
In winter, the area transforms into a peaceful retreat with cooler temperatures, perfect for cozy getaways and exploring indoor attractions.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Spring (March to May)
Spring brings mild weather and blossoming scenery, providing a quieter period for visitors seeking tranquility away from the summer crowds.
Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F
Weekly Weather Forecast for Windham
How to Book Your Windham Beach Home Rentals
What's our booking process?
Our platform allows you to browse a curated selection of beach home 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 Windham
Common Beach Home Rentals Amenities
What amenities can you expect?
Our Beach Home 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
- You can enjoy private outdoor spaces such as patios or decks to relax and take in the scenic views.
- Many properties feature spacious yards ideal for outdoor activities and gatherings.
- Expect access to BBQ grills, perfect for preparing meals while enjoying the fresh air.
- Some rentals offer fire pits where you can unwind with friends or family under the stars.
- In the warmer months, outdoor dining areas are commonly available for al fresco meals.
- Look for properties with nearby hiking trails or wooded areas for exploration and adventure.
- Additional amenities may include outdoor swimming pools or hot tubs to enhance your relaxation here.
Top Attractions Around Windham
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities nearby, including scenic hiking trails, tranquil lakes perfect for kayaking, and charming local spots to explore, all offering an authentic experience in this destination's natural beauty and relaxed atmosphere.
Family Activities
- Windham Mountain Ski Resort Enjoy family-friendly snow activities and scenic mountain views during the winter months, making it a perfect destination for outdoor fun.
- Windham Path Explore this scenic walking trail suitable for all ages, offering picturesque views and a relaxing outdoor experience right in the area.
- Hunter Mountain Discover a variety of adventure options and outdoor entertainment, just a short drive from here, ideal for family outings.
- Local Farmers Markets Experience farm-fresh produce and artisan goods at nearby farmers markets, providing a delightful cultural activity for families to enjoy together.
Adult Activities
- Hiking and Nature Trails: Discover scenic trails through the lush landscapes surrounding this area, offering a peaceful escape and stunning views for outdoor enthusiasts.
- Mountain Biking: Challenge yourself on the diverse mountain biking paths that wind through the region’s rugged terrain, perfect for adrenaline seekers and adventure lovers.
- Fishing and Boating: Enjoy tranquil days on the water by fishing or boating in local lakes and rivers, providing a relaxing retreat in the natural setting.
- Golfing: Play a round on the well-maintained golf courses nearby, where you can indulge in a leisurely activity amidst scenic surroundings.
Other Places to Stay in Windham, NY
Windham Mountain Resort
Windham Country Club
Windham Vineyards and Winery
Ashland
Windham Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead Book your preferred beach rentals early to secure the best properties and ensure a smooth stay in this popular area.
- Explore Local Activities Take advantage of the region’s outdoor opportunities by discovering nearby trails and scenic spots that complement your beach experience.
- Check Amenities Select accommodations with amenities that meet your needs, such as kitchens or outdoor spaces, to maximize comfort during your visit.
- Respect the Environment Practice responsible tourism by maintaining the natural beauty of the area, ensuring it remains pristine for future visitors.
Transportation Options
- Windham Bus Service: This regional bus service offers convenient transportation within the area, making it easy to explore your surroundings without a car.
- New York State Thruway (I-87): Major highway access here provides straightforward driving options for those planning road trips or quick commutes to nearby cities.
- Local Taxi and Ride-Sharing Services: Reliable taxi companies and ride-sharing apps are available to give you flexible, on-demand transportation within the region.
- Regional Train Connection: Amtrak and other train services connect this destination to larger urban centers, ideal for travelers seeking a scenic route or avoiding driving.
Local Customs Options
- Respect for Nature Locally, it’s customary to honor the natural surroundings by preserving the pristine beauty of the area and adhering to environmental guidelines when enjoying your beach rentals.
- Community Gatherings Participating in neighborhood events and community celebrations helps you connect with locals and enriches your experience here in the region.
- Traditional Crafts Supporting local artisans by engaging with handmade crafts and regional artwork offers a deeper appreciation of the area's cultural heritage.
- Festive Celebrations Embracing seasonal festivals and local traditions provides an authentic way to experience the regional customs during your stay.
Windham Beach Home Rentals Frequently Asked Questions
1. What are the top Beach Rentals in Windham?
There are a lot of options in Windham. If you plan on staying in the Windham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Beach Rentals in Windham:
- GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
- 40 acres. seasonal rental.Mountain views.sleeps 12+.perfect for 2 families.
- Windham/Hunter Mountain
- 7 Bedroom Luxurious Chalet In Windham, NY
- Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
- Simply Amazing Condo
- 5 Min to Windham Mtn! Luxury Retreat w/Mountain Views! Natural Swimming Pond
- Windham and Hunter Mountain Ski House.
- Retreat mountain home
- NEW - Your Windham Mountain Getaway - Hot Tub - Fireplace - 5 min to the slopes!
2. How many Beach Rentals are available in Windham?
Currently, the total number of properties listed by RBO in 2026 is over 35 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Beach Rentals in Windham.
3. What is the cancellation policy for beach rentals in Windham, New York?
The cancellation policy varies depending on the specific property. You should review the terms listed on the property's page or contact the owner directly for detailed information about cancellations and potential fees.
4. Are there any specific check-in and check-out times I should be aware of when booking a beach rental here?
Check-in and check-out times are set by each host. Details are typically provided in the listing, so be sure to read the information carefully or reach out to the owner for confirmation.
5. How do I know if the beach rental has all the amenities I need during my stay?
All amenities offered by the property are listed on the booking page. For additional questions or special requests, contacting the host directly ensures you have all necessary information before confirming your reservation.
6. Is there a minimum stay requirement for booking a beach rental in this area?
Minimum stay policies differ between properties. These details are specified in each listing, so reviewing it carefully or contacting the owner can provide clarity for your intended dates.
7. What should I do if I encounter issues during my stay at a beach rental in the region?
In case of any problems, contact the property owner or support team listed on the booking platform. They are available to assist with resolving issues promptly to ensure a pleasant stay.
More Rentals You May Like Near Windham
House
10.0(28 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,389/Night
7 Nights - US $9,726
House
10.0(25 Reviews)
9 Bedrooms
7 Baths
18 Guests
10611 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $3,873/Night
7 Nights - US $27,110
Condo
10.0(24 Reviews)
4 Bedrooms
4 Baths
10 Guests
1812 ft²
- Hot Tub
- Skiing
- Fireplace/Heating
- Pool
US $693/Night
7 Nights - US $4,851
Ski Chalet
10.0(13 Reviews)
4 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $982/Night
7 Nights - US $6,877
Ski Chalet
10.0(6 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,038/Night
7 Nights - US $7,265
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $218/Night
7 Nights - US $1,523
Ski Chalet
10.0(5 Reviews)
3 Bedrooms
3 Baths
8 Guests
1 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $275/Night
7 Nights - US $1,927
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
14 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,525/Night
7 Nights - US $10,672
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,125/Night
7 Nights - US $7,875
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $748/Night
7 Nights - US $5,238
Ski Chalet
10.0(3 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $496/Night
7 Nights - US $3,470
House
9.8(38 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $642/Night
7 Nights - US $4,495
