
House vacation rentals in Windham
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Top-rated house rentals in Windham
Guests agree: these houses are highly rated for location, cleanliness, and more.
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Popular amenities for Windham house rentals
House rentals with a pool

Home in North Andover
4.94 out of 5 average rating, 152 reviewsNana-tucket Inn
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.

Home in Kittery
4.95 out of 5 average rating, 40 reviewsFantastic Kittery Home with Pool
The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

Home in Hampton
5 out of 5 average rating, 37 reviewsSleeps 10, Indoor Pool, Hot Tub, Pups Ok
LOVED LOVED! My friends and I all agreed that this house looks just like the pictures for once! Very nice unexpected touches/surprises. House had everything you could really need! I believe the host could get away with charging more in my opinion! I hope to come back in the future.

Home in Barnstead
4.84 out of 5 average rating, 101 reviewsLocke Lake Ski & Swim Escape
Me and my family had an awesome stay. The house was great with lots of space and places to sleep. We were 8 ppl and there was more than enough room. Garage/game room was awesome I just wish it was insulated with some heat we had to wear our coats to be comfortable, of course the weather was 26F so it was expected. The rest of the house was warm and cozy. I would love to rent this same house in the summer it must be amazing with the view of the lake. One more thing is although there are 2 bathrooms its more like 1 because the second bathroom upstairs has a little door that leads to the room with the 4 beds so the other people not staying in that room didn’t use that bathroom to not get walked in on unexpectedly. Overall I still gave this place 5 stars and it’s one of the best places I’ve stayed and the host is very responsive and accommodating.

Home in Hopkinton
4.95 out of 5 average rating, 148 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Brad is a wonderful host. He checked in to make sure I was happy with everything and was quick to respond to my messages before I arrived. His house is very comfortable with everything my family needed for a relaxing stay. The view of the golf course from the bedroom was a nice plus. We felt right at home. Highly recommend!

Home in South Berwick
4.7 out of 5 average rating, 10 reviewsCoastal Home Heated Pool, Hot Tub, Outdoor Kitchen
The place was fantastic! Looked just as pictured/described. We were a group of 8 adults and 4 kids and were very comfortable. The pool and hot tub were great, clean, and heated as promised. It felt private even though there were other units on site. The space is large and winding - a kids hide and seek dream :) lots of gathering spaces to hang out. John was super responsive and helpful. Thanks!!

Home in Derry
4.9 out of 5 average rating, 156 reviewsSanctum by the Lake
Very cozy, clean and pleasant environment… I would definitely come back again! Amazing experience!! Thank you so much.

Home in Derry
4.83 out of 5 average rating, 134 reviewsBeautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Weekly house rentals

Home in Ogunquit
4.95 out of 5 average rating, 73 reviewsOpening late April !
Accomodations exactly as shown in pictures. Kitchen is definitely well equipped with all of the essentials and more. Ice cream shop right next door is great and The Lobster Pound on the other side is excellent. You can walk to shops and restaurants downtown but we had no problem finding parking in the evening so we could enjoy the awesome restaurants.

Home in Salisbury
4.87 out of 5 average rating, 202 reviewsSpacious waterfront free parking &Wi-fi
Diana was very warm, responsive, and helpful throughout every aspect of our stay. Her home is located right across from Salisbury Beach with easy walking access to the water. The home is clean and spacious and has everything you could want or need for a comfortable stay.

Home in Rockport
5 out of 5 average rating, 3 reviewsRockport Vacation Home, ocean views, 2 bed/1 bath
Great House with a big backyard and deck. The home is in a great location with views of the ocean. Sandy’s place was perfect for my group and I . Easy parking for 3 sedans. Piano was a nice touch and was perfectly in tune for such a humid summer.

Home in Shrewsbury
5 out of 5 average rating, 10 reviewsLake "Island"
We rang in the New Year with a peaceful get away at the Martin's gorgeous A-frame. The hosts were extreme communicative and helpful—they even worked with us to bring a sauna onto a property. This is a wonderful getaway just 50 minutes from Boston that I will absolutely be returning to.

Home in Seabrook Beach
4.76 out of 5 average rating, 82 reviewsBeach Bums' House - Perfect for Families & Friends
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.

Home in Lexington
4.92 out of 5 average rating, 121 reviewsMid-Century Modern in Historic Lexington
Samuel's place is truly beautiful! What a setting in the woods! Everything was great.

Home in Biddeford
4.98 out of 5 average rating, 52 reviewsHills Beach UNE 3-4 brs oceanview 50 steps 2 beach
We had a nice, quick Thanksgiving stay. Kimberly’s place was beautiful and comfortable.

Home in Old Orchard Beach
4.87 out of 5 average rating, 159 reviewsClean, private 3 bedroom home 1 mile from beach
Great spot with a lot of space you never feel like you are on top of each other. Gas station and restaurants within a 1 min drive. Grocery store 5 min drive.
Private house rentals

Home in Annisquam
4.94 out of 5 average rating, 18 reviewsBeach House on a Private Beach!
Gaby’s place was an absolute gem. What gorgeous views! Our family really enjoyed the beach and paddling about the harbor as well. The house was very clean. Gaby was friendly and responsive. We plan to return in the future! Thank you Gaby!

Home in Lebanon
4.97 out of 5 average rating, 333 reviewsBeautiful, Peaceful, Maine Getaway House
Everything was perfect at Kathy's place! We found the peace we we're looking for!! Thanks you very much!!

Home in Wells
4.99 out of 5 average rating, 78 reviewsBeach Home w/ Exclusive privacy in Southern Maine
We had a wonderful time in Wells! An absolutely beautiful home with every amenity! Sharon was responsive, kind, and flexible with our stay. We enjoyed cooking and watching the Super Bowl in the amazing home theater! Do not miss out on this fantastic listing!

Home in Wellesley
4.76 out of 5 average rating, 17 reviewsVintage home with modern conveniences
Our family really enjoyed our second stay at Louise’s lovely house. The house is spacious, well furnished, comfortable and well situated. Louise is a terrific host — very responsive, thoughtful and friendly. We love staying here and hope to do so again.

Home in Canton
4.83 out of 5 average rating, 166 reviews3 bedroom impeccable private home, quiet street
Comfortable, clean, organized with lots of amenities. Easy check in. Great beds. Spacious. Quick, friendly, helpful communication with Smaranda. It's close to family so would stay here again!

Home in Wells
4.94 out of 5 average rating, 72 reviewsBeautiful House to Relax & Enjoy the Quiet!
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!

Home in Quincy
4.88 out of 5 average rating, 145 reviews284 - Entire House with Big Patio
Perfect home for a family. Tons of space for everyone. We will definitely stay here again when in town.

Home in Manchester
4.83 out of 5 average rating, 24 reviewsNorth End Family Oasis
We had the most wonderful stay at Nancy's home! The house was beautifully maintained, spacious, and had everything we needed for our family. The bedrooms were cozy, and the living area was perfect for relaxing together. We especially enjoyed the peaceful neighborhood. Our stay was brief, but memorable. I would absolutely recommend this home to anyone visiting the area.
Quick stats about house rentals in Windham
Total rentals
20 properties
Total number of reviews
1.3K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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