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Search Holiday Rentals in Windham

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Find properties with these dates

Tonight
May 15 - May 16
Tomorrow
May 16 - May 17
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Holiday Rentals in Windham

Lake
The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, (10)
"The weekend that my girlfriend and I spent here was fantastic. Ana was very helpful and the cottage was beautiful and cozy. Hiking trails, food, bars, and stores all in 10 minutes or less driving range. Would easily stay here again, nothing negative to say at all!"
The PondeRosa cottage at Cobbett's pond
Exterior
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
10.0 out of 10, Exceptional, (7)
"Everything thing was made easier by my ability to communicate directly with the owner who was very accommodating. "
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Pool
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
10.0 out of 10, Exceptional, (2)
"Third time staying here we love everything the place has to offer. It’s great for my family. Also can’t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
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Fridge, microwave, oven, stovetop
Lake Access 4 Bed 3 Full Bath
10.0 out of 10, Exceptional, (10)
"The house was so clean and exceeded our expectations. Everything was updated and new inside. It was a great location. The property manager was so quick to reply to any questions I had. We would definitely stay again!"
The price is £610
includes taxes & fees
28 May - 29 May
Lake Access 4 Bed 3 Full Bath
Exterior
Waterfront Cottage
10.0 out of 10, Exceptional, (13)
"Wonderful cottage in a quiet neighborhood on a nice little lake. It is a great setting and was perfect for us to decompress after spending holiday festivities with family. Greg was great to work with and provided all the communication needed to be prepared for the cottage. We are looking to book again due to the proximity to the coast, shopping and restaurants!"
Waterfront Cottage
Exterior
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
10.0 out of 10, Exceptional, (2)
"Wonder trip! Thank you. We were very comfortable!"
The price is £490
includes taxes & fees
18 May - 19 May
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Fridge, microwave, oven, stovetop
Private house on historic farm in the heart of New England
10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed our long weekend in this beautiful home. It is newly renovated, tastefully decorated, and very comfortable. Theresa has thought of everything a guest would need. For instance, little details include washcloths dedicated for makeup and disposable wipes for the same. She has even labelled the MANY electrical switches, cabinets, and drawers throughout the house, which was very helpful. My young-adult children appreciated the basket of snacks when they arrived after a very late...
Private house on historic farm in the heart of New England
Smart TV, fireplace, books, stereo
Enchanting, romantic and fun river getaway
10.0 out of 10, Exceptional, (7)
"Couldn’t ask for more in this beautiful location right on the river. If you can imagine, living on the pages of a decorating magazine, this is it. Not only a beautiful home, but ANNA has thought of everything. The kitchen is loaded with more than the basics we would need to launch our visit. Not only that little things like even Band-Aids are in the bathroom. Since we visited in winter, we didn’t get to use the gas grill or the docks or any of the outdoor amenities, but we could see they were...
Enchanting, romantic and fun river getaway
Property grounds
Pet-Friendly 4-Bedroom Retreat with King Bed, Prime Downtown Location!
10.0 out of 10, Exceptional, (1)
Pet-Friendly 4-Bedroom Retreat with King Bed, Prime Downtown Location!
Property grounds
The Urban Green: Stylish Downtown Hideaway
10.0 out of 10, Exceptional, (1)
"Our stay at the Urban Green was an absolute delight, and we couldn't have asked for a better experience. The space is clean, cozy and inviting. We especially appreciated the attention to detail throughout the space, from the complimentary toiletries to the cozy throw blankets and comfortable beds. The apartment is situated in the heart of a bustling urban neighborhood, it was the perfect blend of being a three minute walk to the main street but also quiet and out of the way. One of the...
The price is £174
includes taxes & fees
19 May - 20 May
The Urban Green: Stylish Downtown Hideaway
Property grounds
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
10.0 out of 10, Exceptional, (11)
"Very quite and peaceful"
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Fridge, microwave, oven, stovetop
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
10.0 out of 10, Exceptional, (1)
The price is £305
includes taxes & fees
20 May - 21 May
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Smart TV, books, stereo, offices
Charming Historic 2BR Oasis in Downtown Luxury
10.0 out of 10, Exceptional, (14)
"The place was sooo lovely. It pretty much has everything you could possibly need and it was a great location! I will definitely be going back. Very well maintained property. I loved the old brick work. I loved everything about it."
The price is £248
includes taxes & fees
20 May - 21 May
Charming Historic 2BR Oasis in Downtown Luxury
Fridge, microwave, oven, stovetop
Cozy home with hot tub minutes to downtown Nashua and Shops
10.0 out of 10, Exceptional, (1)
"Loved this house! Great location, easy to get to neighboring towns, shops and restaurants and really cool that it backs up to old railroad tracks! Super clean, comfortable and great "home away from home" while we were in New Hampshire for a long weekend. We will definitely be back!"
The price is £441
includes taxes & fees
20 May - 21 May
Cozy home with hot tub minutes to downtown Nashua and Shops
Fridge, microwave, oven, stovetop
Modern 2/1 Centrally Located Salem, NH
10.0 out of 10, Exceptional, (2)
"Close to everything including 93. Quiet. Kitchen well stocked."
The price is £243
includes taxes & fees
21 May - 22 May
Modern 2/1 Centrally Located Salem, NH
Dining
The NEW Damon Pond Log Cabin
10.0 out of 10, Exceptional, (16)
"We really enjoyed our stay at this beautiful log cabin on the pond with all emenities you could need and wonderfully furnished. The owners thought of everything you could need. We stayed for a weekend with family for an SNHU graduation and wish we could have stayed longer. We will have to return again when it is warmer and can enjoy the pond, dock, paddle boat, canoe and just sitting on the deck to enjoy the view. Our family really enjoyed all the board games and dart board... some great family...
The NEW Damon Pond Log Cabin
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨
9.8 out of 10, Exceptional, (12)
"Just what we were looking for, somewhere local to stay while our house was being worked on. Small, but definitely cozy rather than cramped. Short walk to a nice little deli, which was nice while working from "home". Would definitely stay again if we needed somewhere in the area."
The price is £129
includes taxes & fees
27 May - 28 May
✨Private Studio w/ Loft Center Historic Carlisle✨
View from property
Charming North Andover 3/1 Close to Everything
9.8 out of 10, Exceptional, (17)
"The property was very clean. Check-in was easy. The owner was prompt to answer any questions. The location provided convenient access to shopping, dining, and the interstate. It is a little over 30 minutes to downtown Boston. We were able to walk the Freedom Trail, tour the USS Constitution, visit Salem and the Witch Museum, and ride to Kennebunkport, ME during our visit. The owner was even understanding when some dummy took the house key home with him and had to overnight it back."
The price is £294
includes taxes & fees
22 May - 23 May
Charming North Andover 3/1 Close to Everything
Exterior
Pet friendly, quiet home away from home!
9.6 out of 10, Exceptional, (4)
"The unit is the whole first floor of an older house, rearranged into two bedrooms, with a living room, dining room, AND a den (plus kitchen). The bathroom is quite small and needs better lighting. The master bedroom could use a luggage stand (no other furniture or closet in the room). And there are renovations that aren't quite finished. But overall its quite nice. Everything works. It's a quiet neighborhood. Very good value and will repeat."
The price is £229
includes taxes & fees
22 May - 23 May
Pet friendly, quiet home away from home!
Fridge, microwave, coffee/tea maker, toaster
Chic Salem NH Studio w Private Entrance/Bathroom
9.6 out of 10, Exceptional, (14)
"Everything was very neat and check-in was easy because the instructions from the owner were so clear. There was a tad bit of noise from either a neighbor or the owner (space is attached to a home and share a wall) one evening and a bit of an odd smell the whole time. Not bad but not pleasant either. Like long after you’ve cooked something and a scent remains but no longer smells like food or maybe like the smell of a puppy that’s just come in from outside. Nothing that should keep anyone away...
The price is £154
includes taxes & fees
21 May - 22 May
Chic Salem NH Studio w Private Entrance/Bathroom
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See all available properties in Windham
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.

Other types of properties in Windham you may be interested in

Bar (on property)
DoubleTree by Hilton Manchester Downtown
4.0 star property
9.0 out of 10, Wonderful, (1000)
"Overall great experience. Highly recommend this hotel "
The price is £109
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Manchester Downtown
Interior
Courtyard by Marriott Boston Billerica/Bedford
3.0 star property
8.8 out of 10, Excellent, (1001)
"We will definitely stay here again. A good distance from transportation to Boston, the staff were very friendly and helpful. The room was lovely and the bed was soooo comfy! My partner and I slept great! "
The price is £121
includes taxes & fees
27 May - 28 May
Courtyard by Marriott Boston Billerica/Bedford
Terrace/patio
Hilton Garden Inn Tewksbury Andover
3.0 star property
8.6 out of 10, Excellent, (96)
"Great hotel "
The price is £105
includes taxes & fees
28 May - 29 May
Hilton Garden Inn Tewksbury Andover
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.

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?

Lake Access 4 Bed 3 Full Bath: This holiday home rental outside of Windham is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

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.