Photo by Linda Barreira

Windham Holiday Rentals

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Holiday Rentals in Windham

The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, (18)
"We loved this home, it was perfect for our stay to attend our daughters wedding. Close to everything, but affords a lot of privacy. Our host was always available for questions and the dog walker she recommended was a gem. Would definitely recommended staying here!!"
The PondeRosa cottage at Cobbett's pond
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
9.2 out of 10, Wonderful, (10)
"When we arrived we were immediately struck by how spotlessly clean the whole cabin was. And there were very thoughtful welcome packs too. The cabin has quaint cottage touches and the surround sounds from the woods were lovely. Very relaxing and comfortable environment. Full-sized washer and dryer came in handy. Don’t miss America’s Stonehenge just up the road. Would happily stay here again."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
9.2 out of 10, Wonderful, (5)
"The cabin is in a very nice, quiet and peaceful area. The property was clean and inviting. Once we figured how to work the pellet heater we were set. We were very pleased with our stay. "
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Pet friendly, quiet home away from home!
9.8 out of 10, Exceptional, (14)
"Large and comfortable"
The price is HK$1,463
HK$2,321 total
includes taxes & fees
23 Nov - 24 Nov
Pet friendly, quiet home away from home!
Lake Access 4 Bed 3 Full Bath
10.0 out of 10, Exceptional, (14)
"Everything was great, a few suggestions, maybe provide more towels, maybe some shelving in the bathrooms to put stuff on it was pretty sparse. Otherwise we enjoyed are stay and would come back again. Thank You"
The price is HK$2,370
HK$5,825 total
includes taxes & fees
23 Nov - 24 Nov
Lake Access 4 Bed 3 Full Bath
Waterfront Cottage
9.8 out of 10, Exceptional, (32)
"The main reason we selected this property was the lake. Thats the cover picture for this place and a lot of photos touch on it. Its even called the lakefornt cottage, i believe. That is the only reason we selected this place. Much to our dismay, when we arrived inthe lake. We are from Texas so if this happens every winter, we have no idea. We wish the host would have told us this as we had planned activities around the lake. The water also smelled like metal when I showered or washed my hands. I...
Waterfront Cottage
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
9.6 out of 10, Exceptional, (63)
"We were looking for a place in the Boston area for our short term mission team. We wanted to be together and this home offered us that opportunity. It was clean and laid out well. It housed our group of ten. Plenty of beds and baths. Good kitchen and the host was so welcoming. We even got to use the grill in the large outdoor space. I highly recommend this property."
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
9.6 out of 10, Exceptional, (10)
"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Charming 1825 Salem NH Farmhouse 4/2
9.4 out of 10, Exceptional, (6)
"beautiful home! lots of room, very communicative host, great stay "
The price is HK$1,860
HK$3,886 total
includes taxes & fees
3 Dec - 4 Dec
Charming 1825 Salem NH Farmhouse 4/2
Riverfront New Hampshire Cottage w/ Boat Dock
8.6 out of 10, Excellent, (7)
"Nice I like and can back "
Riverfront New Hampshire Cottage w/ Boat Dock
Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, Grill, AC
8.0 out of 10, Very good, (13)
"Clean, nice, centrally located. Appox 0.8 mile walk to shops."
The price is HK$856
HK$3,116 total
includes taxes & fees
10 Dec - 11 Dec
Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, Grill, AC
Beautiful Salem NH 3/1 Centrally Located on Dead End
9.4 out of 10, Exceptional, (8)
"The property is just what we needed. It is convenient to shopping and to the interstate. The house could use a little more TLC and a dishwasher would be a welcomed add."
The price is HK$1,549
HK$3,222 total
includes taxes & fees
10 Dec - 11 Dec
Beautiful Salem NH 3/1 Centrally Located on Dead End
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
8.8 out of 10, Excellent, (3)
"I booked this property for my group leaders while they attended the Northeast regional conference. The ladies thoroughly enjoyed their stay and would be happy to stay there again. It is easy to locate off of Rt 3 and convenient to Main Street and downtown Nashua. AND within walking distance to Haywards Ice Cream!"
The price is HK$1,627
HK$2,922 total
includes taxes & fees
4 Dec - 5 Dec
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Large 3 floor Townhome with Patio, Backyard and Sauna
9.8 out of 10, Exceptional, (15)
"We had a great stay for the weekend. Thank you for hosting us so our teens could go to a youth event in your area. We were so blessed to stay all together! "
The price is HK$1,939
HK$4,316 total
includes taxes & fees
19 Dec - 20 Dec
Large 3 floor Townhome with Patio, Backyard and Sauna
Two large bedroom townhome with in-unit laundry and parking.
9.4 out of 10, Exceptional, (9)
"This is a perfect place to stay. Equipped with everything you would need in an efficency rental. A few minutes from UMass Lowell. And less than 2 miles to the Tsongas Arena. Everything was clean and presentable. I thought being so close to UMass it might be noisey with traffic. It wasnt. Nice quiet side street. If we need to go to Tsongas Arena again I will definitely stay at this place again. "
The price is HK$1,167
HK$1,965 total
includes taxes & fees
25 Nov - 26 Nov
Two large bedroom townhome with in-unit laundry and parking.
Incredible 3 Bedroom 3 Bath FULLY Renovated, Just STUNNING. Amazing Location.
10.0 out of 10, Exceptional, (9)
"The place was very comfortable with great furniture and pillows. Communication and check-in were as easy as possible.Would definitely stay here again!"
Incredible 3 Bedroom 3 Bath FULLY Renovated, Just STUNNING. Amazing Location.
Stunning brand new 2 bedroom Loft amidst nature
10.0 out of 10, Exceptional, (16)
"Place was great! Roomy, comfortable, we felt so welcome! Took my dog for a nice walk around the area in the morning and the country roads were safe and well maintained for a walk. "
Stunning brand new 2 bedroom Loft amidst nature
✨Private Studio w/ Loft Center Historic Carlisle✨
9.4 out of 10, Exceptional, (17)
"The space was clean and comfortable. It's on a somewhat busy road but it's not too loud. The bed was very comfortable. The only downside was that there's no way to do any cooking, there's only a mini fridge and a microwave. There's not a toaster or even a cutting board for chopping fruit/veggies. Besides this, it was an easy and comfy stay."
The price is HK$817
HK$1,357 total
includes taxes & fees
19 Dec - 20 Dec
✨Private Studio w/ Loft Center Historic Carlisle✨
Enchanting, romantic and fun river getaway
10.0 out of 10, Exceptional, (15)
"Our visit was short but absolutely wonderful. Our host had thought of everything - coffee, tea, pancake mix, eggs, and a ton of other goodies that made us feel absolutely spoiled. We spent every moment possible enjoying the porch and overlooking the river. Bedding, furniture, and amenities were all incredible. We all wished we could have stayed much longer and would book again in a heartbeat if we’re ever back in the area."
Enchanting, romantic and fun river getaway
Comfortable spacious house, easy access to all
9.0 out of 10, Wonderful, (10)
"House is clean, large, and in a nice quiet neighborhood. Coffee is provided, kitchen is a good size, however we did not cook. Its about 40 minutes to walk downtown, and 5 minute drive. "
The price is HK$2,008
HK$3,391 total
includes taxes & fees
29 Nov - 30 Nov
Comfortable spacious house, easy access to all
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Windham you may be interested in

DoubleTree by Hilton Manchester Downtown
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent great room. Very comfortable bed with great bedding. Very convenient bathroom...nice shower with easy to use controls. I also appreciate the parking situation..being able to come and go and easy access in and out with card. Thanks."
The price is HK$986
HK$1,070 total
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Manchester Downtown
Country Inn & Suites by Radisson, Manchester Airport, NH
3.0 star property
8.0 out of 10, Very good, (1131)
"Have stayed several times now. Very good value for the money"
The price is HK$648
HK$703 total
includes taxes & fees
22 Dec - 23 Dec
Country Inn & Suites by Radisson, Manchester Airport, NH
Courtyard by Marriott Boston Billerica/Bedford
3.0 star property
8.8 out of 10, Excellent, (1002)
"Friendly staff and very clean tooms"
The price is HK$674
HK$753 total
includes taxes & fees
20 Dec - 21 Dec
Courtyard by Marriott Boston Billerica/Bedford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

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Frequently asked questions

Can I find holiday rentals in Windham?

Yes, there are holiday rentals close to the most popular sights in Windham, or you can select a more secluded option if you're looking for a relaxing stay. Windham is known for its golf courses.

What are some of the best holiday rentals that Windham has to offer?

Cozy home with hot tub minutes to downtown Nashua and Shops: This holiday home rental outside of Windham offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

How many holiday rentals will I find in Windham?

Expedia has 3 holiday rentals for your stay in Windham.

What’s there to see and do in Windham?

While exploring the area, visit family-friendly sights like Canobie Lake Park, or get outside and enjoy nature at Windham Town Beach. Windham Country Club and The Mall at Rockingham Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Windham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windham. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family trips.