Best Vacation Homes in Windham
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $279/Night
7 Nights - US $1,954
Apartment
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
1603.82 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Parking
US $357/Night
7 Nights - US $2,496
Hotel
9.2(478 Reviews)
1 Bath
- Fireplace/Heating
Pool
Breakfast- Kitchen
US $257/Night
7 Nights - US $1,800
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $348/Night
7 Nights - US $2,438
House
6.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
947.22 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $229/Night
7 Nights - US $1,603
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
756 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
US $231/Night
7 Nights - US $1,616
New
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $265/Night
7 Nights - US $1,856
Apartment
9.8(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $167/Night
7 Nights - US $1,170
Windham Luxury Rentals
House
9.0(10 Reviews)
3 Bedrooms
1 Bath
6 Guests
1600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,587/Night
7 Nights - US $11,106
House
10.0(4 Reviews)
5 Bedrooms
4 Baths
10 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,071/Night
7 Nights - US $7,499
House
8.8(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $757/Night
7 Nights - US $5,298
House
10.0(13 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $671/Night
7 Nights - US $4,699
House
9.6(24 Reviews)
4 Bedrooms
3 Baths
9 Guests
2100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $647/Night
7 Nights - US $4,526
House
7.6(4 Reviews)
4 Bedrooms
1 Bath
8 Guests
1622 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $552/Night
7 Nights - US $3,864
Cottage
9.6(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
925 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $475/Night
7 Nights - US $3,328
Hotel
8.9(169 Reviews)
7 Baths
392.11 ft²
Oceanfront
Spa- Fireplace/Heating
- Pool
US $416/Night
7 Nights - US $2,912
Windham Pet Friendly Vacation Rentals
Apartment
9.6(24 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $369/Night
7 Nights - US $2,581
Apartment
5.7(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $211/Night
7 Nights - US $1,475
Apartment
9.4(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $306/Night
7 Nights - US $2,142
House
5 Bedrooms
3 Baths
10 Guests
2766.32 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
US $410/Night
7 Nights - US $2,872
Cottage
9.2(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
750 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $381/Night
7 Nights - US $2,668
Cottage
10.0(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $221/Night
7 Nights - US $1,550
House
8.4(13 Reviews)
5 Bedrooms
3 Baths
10 Guests
2766 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pet Friendly
US $476/Night
7 Nights - US $3,331
House
3 Bedrooms
4 Baths
8 Guests
2000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $308/Night
7 Nights - US $2,156
Windham Large Vacation Homes
House
6 Bedrooms
13 Baths
15 Guests
7000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $611/Night
7 Nights - US $4,275
Why Choose Rent By Owner for your 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.
Best Times to Visit Windham
When should you plan your Vacation Rentals stay?
Timing your visit to this charming destination can enhance your experience, so consider the seasonal climate and local events when selecting the best time to enjoy the area's natural beauty and outdoor activities through your chosen vacation rentals.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination transforms into a snowy retreat, attracting visitors seeking outdoor activities and cozy stays.
Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
Fall (September to November)
Autumn offers vibrant foliage and mild weather, making it an ideal time to explore the area's scenic beauty and enjoy outdoor adventures.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Spring (March to May)
As the region awakens from winter, spring provides a quieter atmosphere perfect for relaxing and exploring without the crowds.
Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F
Summer (June to August)
The warmest months bring pleasant weather, ideal for outdoor activities and enjoying the area's natural scenery with fewer visitors.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Weekly Weather Forecast for Windham
How to Book Your 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 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 outdoor dining with a private patio or deck area, perfect for relaxing after a day of exploring.
- Make the most of scenic views with large windows and outdoor seating to take in the natural beauty of the region.
- Take advantage of a spacious yard or garden space ideal for outdoor games and family activities.
- Relax around a fire pit, perfect for cozy evenings in the fresh mountain air.
- Benefit from access to nearby hiking trails or outdoor adventure spots right from your rental property.
- Utilize an outdoor hot tub or sauna, offering a soothing retreat amidst the scenic surroundings.
- Appreciate parking facilities with ample outdoor space to accommodate your vehicle and gear conveniently.
Top Attractions Around Windham
What attractions are nearby?
In this charming destination, you can enjoy outdoor activities such as hiking, biking, and exploring scenic trails just moments from your vacation rentals, offering a perfect blend of adventure and relaxation in the region.
Family Activities
- Windham Mountain Ski Area: Enjoy family-friendly skiing, snowboarding, and terrain parks during the winter months at this popular destination in the region.
- Windham Recreation Park: Spend a day outdoors with picnicking, playgrounds, and walking trails that cater to families seeking relaxation and active fun here.
- Windham Historical Society Museum: Discover local history through engaging exhibits and activities that are perfect for curious minds of all ages in this area.
- Windham Conservation Land: Explore scenic hiking and nature observation opportunities amid the natural beauty that surrounds your vacation rental in the region.
Adult Activities
- Hiking and Nature Trails: Explore the scenic hiking trails in the area to enjoy breathtaking views and immerse yourself in the natural beauty of this region.
- Golfing at Local Courses: Tee off at nearby golf courses that offer a relaxing and challenging experience amidst picturesque surroundings.
- Visit to Local Wineries and Breweries: Indulge in tastings at regional wineries and breweries, where you can savor local beverages and learn about the area's production process.
- Spa and Wellness Experiences: Unwind with spa treatments and wellness services available within the destination to rejuvenate your mind and body during your stay.
Other Places to Stay in Windham, NH
Windham Country Club
Windham Town Beach
Windham Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region's natural beauty by engaging in outdoor pursuits like hiking or snowshoeing, which highlight the area's scenic landscapes.
- Plan your arrival and departure wisely: Coordinate your travel schedule to maximize your stay and enjoy quieter times at popular spots around here.
- Discover nearby dining options: Sample regional cuisine at local eateries to enrich your experience without needing to venture far from your vacation rentals.
- Check seasonal events and festivals: Timing your visit around local festivities can provide unique cultural insights and memorable experiences during your stay in this destination.
Transportation Options
- Windham Transportation Services: Local transportation options are available to help you explore the area conveniently during your stay.
- Manchester-Boston Regional Airport: The closest major airport offers easy access for travelers arriving from various locations, making your trip seamless.
- Taxi and Rideshare Services: Reliable taxi and rideshare options operate throughout the region, providing convenient transportation to and from your vacation rentals in Windham.
- Public Transit Options: Bus services in the area connect key destinations, allowing you to navigate without the need for a rental car if preferred.
Local Customs Options
- Warm Welcomes and Community Spirit: Locals in this area take pride in their friendly hospitality, making visitors feel like part of the community during your stay.
- Respect for Nature and Outdoor Etiquette: When enjoying the natural surroundings here, it’s customary to leave no trace and respect local parks and conservation efforts.
- Traditional Holiday Celebrations: Participating in seasonal festivities reflects the region’s rich customs, offering a glimpse into local traditions and heritage.
- Local Dining Etiquette: Engaging with regional cuisine involves appreciating the emphasis on fresh, locally sourced ingredients and polite restaurant manners.
Windham Vacation Rental Frequently Asked Questions
1. What are the top vacation 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 Vacation Rentals in Windham:
- Welcome to the gateway of New Hampshire
- Cozy 1 bedroom basemant apt with private entrance and AC in the heart of Salem
- 5BR Luxe Lakehouse: Gym, Spa, Bar, Garage
- Canobie Lake Hideaway
- Lake Cottage in Windham
- Large Private Guest House with Lake Views
- 2-bedroom lakeside retreat in beautiful Windham
- M20 Rentals Beautiful Salem NH 3bd 1ba Centrally Located
- Extra large 1 Bedroom apartment!
- Charming 1825 Farmhouse Near Boston & Canobie Lake
2. Which vacation homes in Windham are best for families?
If you are looking for a family-friendly vacation home in 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 Windham:
3. How many Rentbyowner vacation rentals are available in Windham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 65 in the 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 Windham.
4. What is the cancellation policy for vacation rentals in Windham, New Hampshire?
Cancellation policies vary by property, so it’s important to review the specific listing details carefully. Typically, you'll find the cancellation terms outlined on the booking page or contact the owner directly for clarification.
5. Are there any additional fees I should be aware of when booking a rental in this area?
Additional fees such as cleaning fees, service charges, or taxes are usually detailed during the booking process. Make sure to read the full listing description to understand all costs involved before confirming your reservation.
6. How do I confirm the availability of a vacation rental in the region?
Availability is managed directly through each listing. You can check real-time availability dates online and proceed with your booking or reach out to the property owner if you have specific date inquiries.
7. What amenities are typically included in vacation rentals here?
Most properties offer essential amenities such as Wi-Fi, kitchen facilities, and parking. Specific amenities are listed on each property’s page, so review the details to ensure the rental meets your needs.
8. Who should I contact if I encounter issues during my stay in this destination?
For any concerns or questions, reach out directly to the property owner or manager. Contact information is generally provided in your confirmation details or on the listing page for prompt assistance.
Windham Top Rated Vacation Rentals
Hotel
7.9(119 Reviews)
9 Baths
203.32 ft²
Private Pool- Spa
- Fireplace/Heating
- Pool
US $242/Night
7 Nights - US $1,696
House
10.0(38 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Pool
- Ocean View
Lake View
US $315/Night
7 Nights - US $2,205
Apartment
4.9(10 Reviews)
1 Bedroom
1 Bath
400 ft²
- Pool
- Balcony/Terrace
- View
- Kitchen
US $239/Night
7 Nights - US $1,673
