Windham Vacation Rentals with Pools
30 Guests
11 Bedrooms
6 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Spa
AU $4,232/Night
For 7 Nights AU $29,622
247.57 ft²
64 Guests
22 Bedrooms
3 Bathrooms
Free Cancellation
Hotel
- Oceanfront
- Skiing
- Fireplace/Heating
AU $165/Night
For 7 Nights AU $1,157
1 Bedroom
1 Bathroom
Couples Retreat
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $167/Night
For 7 Nights AU $1,170
3900 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $1,702/Night
For 7 Nights AU $11,916
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Hot Tub
- Spa
- Fireplace/Heating
AU $273/Night
For 7 Nights AU $1,910
3253 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
AU $546/Night
For 7 Nights AU $3,820
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
AU $166/Night
For 7 Nights AU $1,160
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $261/Night
For 7 Nights AU $1,826
3261.46 ft²
8 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Hot Tub
- Skiing
- Fireplace/Heating
AU $1,031/Night
For 7 Nights AU $7,215
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Internet
AU $307/Night
For 7 Nights AU $2,149
922 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Kitchen
AU $446/Night
For 7 Nights AU $3,121
645.83 ft²
4 Guests
1 Bedroom
1 Bathroom
Apartment
- Skiing
- Fireplace/Heating
- Parking
AU $219/Night
For 7 Nights AU $1,532
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Why Choose Rent By Owner for your Windham Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Windham
How to Book Your Windham Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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 Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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
Frequently Asked Questions About Windham Rentals with Pools
1. What are the top Rentals With Pools 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 Rentals With Pools in Windham:
- Private secluded trout cabin- sleeps 2
- Mountain chalet
- Maple Season Basecamp: 3 mi to Magic, Paved Road Access
- Londonderry Chalet w/Deck, Fire Pit & Views!
- Cozy Ski-In/Ski-Out Condo on Magic Mountain
- New! Cozy, private Chalet with stunning Mountain Views.
- Tranquil Mountain Chalet- fireplace, deck, sauna, hiking trails, close to skiing
- Beautiful house w/mountain & pond views, hot tub, pool table, bbq, firepit, w/d
- 1830's Recently Renovated Rustic Farmhouse, Windham Vermont
- Play & Relax in Windham – Spacious Bedrooms, Hot Tub, Fire Pit & Basement Den
2. How many Rentals With Pools are available in Windham?
Currently, the total number of properties listed by RBO in 2026 is over 7 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Windham.
More Rentals You May Like Near Windham
650 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Skiing
- Fireplace/Heating
- Kitchen
AU $384/Night
For 7 Nights AU $2,687
1614.59 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
AU $525/Night
For 7 Nights AU $3,674
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $358/Night
For 7 Nights AU $2,505
925.7 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Skiing
- Fireplace/Heating
- Parking
AU $486/Night
For 7 Nights AU $3,399
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Kitchen
- Internet
- Child Friendly
AU $635/Night
For 7 Nights AU $4,445
721.18 ft²
5 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Skiing
- Fireplace/Heating
- Kitchen
AU $294/Night
For 7 Nights AU $2,055
720 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $215/Night
For 7 Nights AU $1,502
1560.77 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ski Chalet
- Skiing
- Fireplace/Heating
- Balcony/Terrace
AU $402/Night
For 7 Nights AU $2,812
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Ski Chalet
- Hot Tub
- Spa
- Fireplace/Heating
AU $686/Night
For 7 Nights AU $4,802
1800 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Ski Chalet
- Skiing
- Fireplace/Heating
- Balcony/Terrace
AU $318/Night
For 7 Nights AU $2,225
2400 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $589/Night
For 7 Nights AU $4,123
1612 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $498/Night
For 7 Nights AU $3,489
