
Holiday houses in Windham
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Top-rated holiday 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.

Lakeview Ste./Wineries/Golf/Fall Attractions/KgBd
Escape to your private cozy suite—perfect for a romantic getaway, solo retreat, or a peaceful work trip. Nestled in the heart of Southern NH, this haven blends comfort with nature. Unwind on a plush King-sized mattress while the soothing sounds of loons lull you to sleep. Start your day with a cup of coffee or a quick meal, then explore nearby beaches or scenic spots. Whether you're relaxing or adventuring, this suite offers the perfect balance of convenience and tranquility. Your escape awaits!

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.

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!

Downtown Derry, Studio Apartment
Cozy up during your next trip to southern NH! Built in 1910, the home has been completely renovated. The Studio 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.

Lake Cottage in Windham
Welcome to our lake cottage, the perfect family getaway! Just a short walk to a private beach on Cobbets Pond, enjoy sunbathing and swimming. For more adventure, Canobie Lake Park, Castaway Island, and Searles Castle are nearby. For even more adventure, Boston and Salem, MA are both under one hour away! Whether seeking relaxation or fun, our cottage offers the best of both worlds, plus local restaurants, shops, and friendly faces. Your ultimate escape awaits!

Althea’s Retreat
Located on the lower level of our home, you will find a spacious suite complete w/living room w/pullout couch, kitchenette w/lots of seating, mini fridge, microwave, dishwasher,2 TV’s,full bath, and a private bedroom with a full bed. Sliders access the private backyard overlooking the lake (fishing galore). We also have a pool table for your enjoyment. located near Nashua, NH home of “The Nash” casino, & Lowell, MA near UMass Lowell. 40 mins to Boston.

Ponder Point waterfront cottage at Cobbetts Pond
Come enjoy the breeze at this waterfront cottage located at Cobbetts Pond. This property has 2 bedrooms (1 king bed, 1 queen bed and a blow up mattress. Perfect for 4 people but up to 5 with a blow up mattress. We offer kayaks, an outdoor grill and a firepit. Although we are by the pond, the cottage is located minutes away from several hiking spots, dining, shopping, Canobie Lake Park, Tuscan Village etc. Agreement will have to be signed no exceptions.

Sunny Beach Studio Condo with Sunset View
Walk across the street for a day at the beach. Enjoy the beautiful, everchanging marsh views and sunset from your private deck in the evening. Clean, studio condo with great natural light and a well-equipped kitchen. Queen Bed with new mattress. Smart TV and wifi. Walking distance to restaurants and shops.

Little Red Lake House
My place is Located at Big Island Pond (with lake access), Manchester Airport & Boston Logan Airport are within an hour drive. Also local are The NH Seacoast, NH Lakes Region & White Mountains.. My place is good for couples and families (with kids). Follow me on Instagram Little_Red_Lake_House
Popular amenities for Windham holiday rentals
Other great holiday rentals in Windham

The Hudson Taylor Room

Cozy loft overlook at Slo Poke Farm

Private Room | AC | Full Kitchen | WiFi | Parking

Bright Bedroom with Queen bed

Cozy Landing 1 bedroom unit

Bee Haven - Room #2

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi

Comfortable and cozy room with a private bathroom.
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 AUD | $175 AUD | $211 AUD | $190 AUD | $213 AUD | $228 AUD | $263 AUD | $243 AUD | $230 AUD | $205 AUD | $190 AUD | $196 AUD |
| 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 |
Quick stats about holiday rentals in Windham

Total holiday rentals
Explore 50 holiday rentals in Windham

Nightly prices starting at
Windham holiday rentals start at $61 AUD per night before taxes and fees

Verified guest reviews
Over 3,510 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Windham holiday 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!
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- Hampton Beach
- Ogunquit Beach
- 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