
Vacation rentals in Windham
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Top-rated vacation rentals in Windham
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Sunny, private and peaceful apartment!
Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

Little Lake House, the Bungalow
Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

The Birch Suite: Large, Cozy NH Themed Apartment
Our home and attached apartment is tucked away in a quiet neighborhood in southern NH, just minutes from major N/S highway Route 93. We are thrilled to offer our New Hampshire-themed apartment to individuals, couples and families. Each room is decorated to represent the most interesting aspects of our state: the purple lilac bathroom, the maple bedroom, the white birch living room and a large second bedroom/playroom we call "the state room" - a fun, educational room of all things New Hampshire.

One Level 2 bedroom suite on private cul-de-sac
Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

Victorian Charm.
Welcome to your home away from home in this charming Victorian getaway! We offer character, convenience & close to 2000 sq ft living space. Enjoy your morning coffee in the turret, all the wonder of being outside (circular view), yet all comforts of the warmth within. We are 40 minutes from Boston, 1.5 hours south of the White Mountains, 1.9 miles from 93 N/S ramp. If mid-term rental is your goal, feel free to inquire. Free onsite parking. We look forward to hosting you in beautiful NH!

Lovely Downtown Oasis ~ Hospitals/Colleges/Beaches
Unwind in the modern 1BR 1Bath apt in the heart of downtown Amesbury, just a stone's throw away from tasty local restaurants and attractions. This charming oasis is perfect for leisure guests looking to explore nearby beaches and towns while also being close to hospitals and colleges, catering to traveling nurses and professionals. ✔ Comfortable King Bedroom ✔ Cozy Living Room ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ Washer/Dryer ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

The Cozy Corner Apartment
Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers!

Peaceful Mill on the Water - Home Away from Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

Seacoast Getaway
Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

Downtown Derry, A Modern 2-bedroom apt.
Cozy up during your next trip to southern NH! Built in 1910, the home has been completely renovated. The Riesling is a combination of elegance and comfort from the walls of windows that flood the space with light and scenic conservation/golf course views to the spacious backyard that is perfect for a peaceful escape. It is 5 minutes from i-93 and a short drive to Canobie Lake Park, Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

Winery Studio w/ Private Hot Tub,Fireplace,Tasting
*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Little Lake House-fishing, relaxation, waterfront
Welcome to our home away from home. This cozy lake get away just minutes over the border from Massachusetts is the perfect place to connect with friends and family. Enjoy days out on the water which is right outside your back door! Or nights at the fire pit enjoying the stars. We have wifi, tv w/ streaming services, laundry, a/c & heat, and kayaks to make your stay as comfortable and fun as possible. We're family friendly and have a crib for infant/baby.
Popular amenities for Windham vacation rentals
Other great vacation rentals in Windham

Althea’s Retreat

Idyllic Small-Town Stay (2 Bed)

Spacious Private Loft on Main Street (3rd FL)

Lakefront! Johnson Point Cottages - “Blueberry”

Lake Cottage in Windham

Ponder Point waterfront cottage at Cobbetts Pond

Downtown Haven

Serenity Stay - 3 min from Tuscan Village
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 117 | € 99 | € 120 | € 108 | € 121 | € 130 | € 149 | € 138 | € 130 | € 117 | € 108 | € 111 | 
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C | 
Frequently Asked Questions
- Where should I stay in Windham? - Make yourself at home in Windham by choosing from our most frequently booked neighborhoods. We have over 20 vacation rentals in West Windham, and over 20 vacation rentals in Windham Depot. 
- Are there pet-friendly vacation rentals in Windham? - Four-legged friends are welcome in Windham. Choose from more than 10 vacation rentals for guests traveling with pets. 
- Are there vacation rentals with a dedicated workspace in Windham? - Yes! Work meets play with ease at over 20 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home. 
- How much does it cost to stay in cottage rentals in Windham? - Experience the best of Windham with our cottage rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home. 
- Are there family-friendly house rentals in Windham? - Windham has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers. 
- Do house rentals in Windham have wifi? - Absolutely! We offer over 20 house rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire. 
- Do house rentals in Windham have a bbq area? - Absolutely! We offer over 10 house rentals with a bbq area in Windham. Enjoy a tailored experience with all the comforts you desire. 
- Do house rentals in Windham have air conditioning? - Absolutely! We offer over 20 house rentals with air conditioning in Windham. Enjoy a tailored experience with all the comforts you desire. 
Quick stats about vacation rentals in Windham
 - Total vacation rentals- Explore 50 vacation rentals in Windham 
 - Nightly prices starting at- Windham vacation rentals start at € 35 per night before taxes and fees 
 - Verified guest reviews- Over 3,510 verified reviews to help you choose 
 - Family-friendly vacation rentals- 20 properties offer extra space & kid-friendly amenities 
 - Pet-friendly vacation rentals- Find 10 rentals that welcome pets 
 - Rentals with dedicated workspaces- 20 properties have a dedicated workspace 
 - Wi-Fi availability- 40 of Windham vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Gym, BBQ grill, and Laptop-friendly workspace across Windham rentals 
 - 4.8 Average rating- Windham stays are highly rated by guests—averaging 4.8 out of 5! 
Destinations to explore
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- Hampton Beach
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- Fenway Park
- Boston Common
- Wells Beach
- TD Garden
- Harvard University
- Revere Beach
- Lynn Beach
- York Harbor Beach
- Monadnock State Park
- New England Aquarium
- Long Sands Beach
- Good Harbor Beach
- Freedom Trail
- Canobie Lake Park
- MIT Museum
- Crane Beach
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- North Hampton Beach
- Prudential Center
