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Windham Vacation Rentals

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Vacation Rentals in Windham

The PondeRosa cottage at Cobbett's pond
Lake
The PondeRosa cottage at Cobbett's pond
10.0 out of 10, Exceptional, 11 reviews
"Stayed here with my mother and sister, beautiful cabin, cozy and comfortable. Host was communicative and great to work with!"
The PondeRosa cottage at Cobbett's pond
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Exterior
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
10.0 out of 10, Exceptional, 8 reviews
"A short walk to the lake where we enjoyed kayaking and were the first to use the new firepit. Great location with all the amenities you would need."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Pool
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
10.0 out of 10, Exceptional, 2 reviews
"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.
Pet friendly, quiet home away from home!
Exterior
Pet friendly, quiet home away from home!
9.8 out of 10, Exceptional, 6 reviews
"Our stay was great very comfortable. I would recommend marking the door with a number one on it. We arrived late and had a difficult time finding the right place. But overall a great place to stay."
Pet friendly, quiet home away from home!
Beautiful Salem NH 3/1 Centrally Located on Dead End
Fridge, microwave, oven, stovetop
Beautiful Salem NH 3/1 Centrally Located on Dead End
9.6 out of 10, Exceptional, 5 reviews
"This was my third vacation I reserved with Vrbo. No place is perfect but this was very accommodating and clean. The property manager was very helpful and easy to reach. My family enjoyed the stay which was very important to me. Vrbo does not disappoint. I want to thank the property manager for going beyond the scope it was much appreciated. Thanks Madeline"
The price is $189
$402 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful Salem NH 3/1 Centrally Located on Dead End
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop
Lake Access 4 Bed 3 Full Bath
10.0 out of 10, Exceptional, 10 reviews
"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 $282
$717 total
includes taxes & fees
Jun 24 - Jun 25
Lake Access 4 Bed 3 Full Bath
Waterfront Cottage
Exterior
Waterfront Cottage
9.8 out of 10, Exceptional, 17 reviews
"Wonderful location and property. it is in a quiet neighborhood located on a waterfront. We had a great time on the water in the kayaks and spending time with family in the area. This was our second time at this cottage and plan to book it again. The immediate location has many restaurants, shopping and entertainment. It is also very close to the I-93 and I-495 highways which make it easy to travel to Boston or Maine from this location."
Waterfront Cottage
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Property grounds
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
9.2 out of 10, Wonderful, 5 reviews
"Very clean house on a great property. Lake is beautiful. 2nd year staying here. Pizza by george and stillwells ice cream a few miles away is a must."
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
✨Private Studio w/ Loft Center Historic Carlisle✨
Exterior
✨Private Studio w/ Loft Center Historic Carlisle✨
9.6 out of 10, Exceptional, 14 reviews
"We had a comfortable stay. An unusual setup good for frequent travelers and those who don't need a lot of amenities. We loved it."
The price is $125
$199 total
includes taxes & fees
Jul 5 - Jul 6
✨Private Studio w/ Loft Center Historic Carlisle✨
Cozy home with hot tub minutes to downtown Nashua and Shops
Fridge, microwave, oven, stovetop
Cozy home with hot tub minutes to downtown Nashua and Shops
10.0 out of 10, Exceptional, 2 reviews
"Place was immaculate and better than we expected. The backyard and cornhole/ hot tub/ gym area was awesome for hanging out."
The price is $265
$543 total
includes taxes & fees
Jun 23 - Jun 24
Cozy home with hot tub minutes to downtown Nashua and Shops
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Exterior
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
10.0 out of 10, Exceptional, 3 reviews
"Everything was simple and easy, and really appreciate the spaciousness"
The price is $330
$628 total
includes taxes & fees
Jun 23 - Jun 24
4 BR Serene Home Nestled Amongst the Canopy of Majestic Trees
Charming North Andover 3/1 Close to Everything
View from property
Charming North Andover 3/1 Close to Everything
9.8 out of 10, Exceptional, 17 reviews
"We came here from Washington DC for my daughter college graduation, and we absolutely loved the place and location. Not far from bars, restaurants, or the college. Description matched reality. Fully stocked kitchen and bathroom. The host was great with communication! Definitely would go back!"
The price is $299
$528 total
includes taxes & fees
Jul 3 - Jul 4
Charming North Andover 3/1 Close to Everything
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Property grounds
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
10.0 out of 10, Exceptional, 11 reviews
"Very quite and peaceful"
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Modern 2/1 Centrally Located Salem, NH
Fridge, microwave, oven, stovetop
Modern 2/1 Centrally Located Salem, NH
10.0 out of 10, Exceptional, 2 reviews
"Close to everything including 93. Quiet. Kitchen well stocked."
The price is $169
$377 total
includes taxes & fees
Jun 30 - Jul 1
Modern 2/1 Centrally Located Salem, NH
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
Fridge, microwave, oven, stovetop
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
9.6 out of 10, Exceptional, 57 reviews
"We had a fantastic stay. The house is spacious and has a layout that provides quite bedrooms for family who needed to rest up after a long drive and spacious game room and kitchen with dining table for a perfect family catch-up, chat time. Most of the space and linens were clean and ready to use. However we did find signs of mice and household bugs, i.e. droppings in extra folding bed-frames and kitchen cupboards. The one bedroom has windows toward the street and car noise is quite loud,...
Phillips Academy Area – Ideal for Families Visiting Campus & Touring New England
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
1 bedroom, desk, iron/ironing board, WiFi
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
9.4 out of 10, Exceptional, 25 reviews
"It was a great stay. Carlisle is only a little enjoyable drive to Cambridge and we don't have to pay the outrageous hotel rates in the city during the graduation week. The room was super clean and nicely equipped. The bed was very comfortable, and we had great sleep. Carlisle and the surrounding towns are all super quiet and nice, we wish we had more time to explore the places near by. The owner was very kind and great to communicate with. Will stay again if we travel there."
The price is $99
$168 total
includes taxes & fees
Jun 26 - Jun 27
✨Entire Secluded Barn Suite Ctr Historic Carlisle✨
Enchanting, romantic and fun river getaway
Smart TV, fireplace, books, stereo
Enchanting, romantic and fun river getaway
9.8 out of 10, Exceptional, 10 reviews
"This was a perfect place to stay for a girls' weekend with my mother and cousins. Anna is a fabulous and responsive host, and the house is absolutely gorgeous! Well stocked with everything you might need in the kitchen, with so many thoughtful touches scattered throughout. We were in the area for a bridal shower but I would come back here just to spend a few days of pure relaxation in this idyllic setting. Cozy, charming, and positively delightful. Hope to be back someday!"
Enchanting, romantic and fun river getaway
Cozy country tiny house
Interior
Cozy country tiny house
8.0 out of 10, Very Good, 1 review
"Quiet and cozy.. great for a get away weekend"
Cozy country tiny house
Comfortable spacious house, easy access to all
Property grounds
Comfortable spacious house, easy access to all
9.0 out of 10, Wonderful, 9 reviews
"Staying in Newburyport was a great location for our family of 4 to visit friends and family in New England! We went kayaking on Plum island, toured Newburyport, Kittery Maine, Quincy Market in Boston etc. The property was adequate for us, nice to have laundry, space for us to have meals. The negative was that the property was not very clean, lots of dust and unfinished details. The place needs some upkeep!"
The price is $285
$470 total
includes taxes & fees
Jul 4 - Jul 5
Comfortable spacious house, easy access to all
Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, Grill, AC
Beach nearby
Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, Grill, AC
9.4 out of 10, Exceptional, 6 reviews
"Lovely place, very nice property owners, everything was great except the bed was a bit hard to sleep on."
The price is $121
$416 total
includes taxes & fees
Jun 23 - Jun 24
Linden Tree: Walk to Enchanting Downtown, Spacious, Gas Fireplace, Tree Swing, Grill, AC
Don't see what you're looking for?
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.

Windham Vacation Rental Travel Info

Popular accommodation
Windham private vacation homes
Known landmarks
Canobie Lake Park, Windham Town Beach and America's Stonehenge
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Windham you may be interested in

Courtyard by Marriott Boston Billerica/Bedford
Interior
Courtyard by Marriott Boston Billerica/Bedford
3.0 star property
8.8 out of 10, Excellent, 1,002 reviews
"Check in was very quick. Food at the cafe was alright"
The price is $134
$150 total
includes taxes & fees
Jul 2 - Jul 3
Courtyard by Marriott Boston Billerica/Bedford
Hilton Garden Inn Tewksbury Andover
Terrace/patio
Hilton Garden Inn Tewksbury Andover
3.0 star property
8.8 out of 10, Excellent, 157 reviews
"nice and well maintained property at a good price point."
The price is $114
$127 total
includes taxes & fees
Jul 2 - Jul 3
Hilton Garden Inn Tewksbury Andover
Country Inn & Suites by Radisson, Manchester Airport, NH
Exterior
Country Inn & Suites by Radisson, Manchester Airport, NH
3.0 star property
7.8 out of 10, Good, 1,009 reviews
"Very nice property with a friendly staff. My only criticism would be that the room and bathroom doors stuck and would be hard to open and close. Very minor issue "
The price is $126
$137 total
includes taxes & fees
Jun 25 - Jun 26
Country Inn & Suites by Radisson, Manchester Airport, NH
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.

Everything you need to know about Windham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windham rentals

At Expedia, we put the best Windham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Windham?

Yes, we offer vacation rentals close to popular points of interest in Windham, or you can choose a more remote option if you're looking for relaxation. Windham is known for its golf courses.

How many vacation rentals will I find in Windham?

Expedia has 4 vacation 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 larger area.

What’s a vacation rental in Windham like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Windham. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.

Recent reviews of Windham properties
Expedia verified reviews

Park View Inn - Salem

Park View Inn - Salem

5/5 Excellent
"Reasonably priced well equipped nice hotel"
A verified traveler stayed at Park View Inn - Salem
Posted 11 hours ago
Park View Inn - Salem