Search Vacation Homes in Windham

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 710 Vacation Homes in Windham with updated reviews, rates, and availability.

Camp Ellis Beach House with ocean and river views.
Camp Ellis Beach House with ocean and river views.
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is $250
$340 total
includes taxes & fees
Jun 16 - Jun 17
Full sized home
Contemporary Comfort: Game Room & Portland Access
Contemporary Comfort: Game Room & Portland Access
Save an average of 15% on thousands of hotels when you're signed in
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
9.4 out of 10, Exceptional, (19)
"The place was clean, beautiful, and centrally located to shops, restaurants and bars. It was tucked away and quiet right on the lake. Would highly recommend!"
Lakefront home with sunrise views, private dock, kayaks, paddle boards, WFH desk
Sweet Maine Cottage in Camp Ellis
10.0 out of 10, Exceptional, (2)
"Very nice place."
Sweet Maine Cottage in Camp Ellis
Orchard Beach Elegance: Spacious Yard & Patio
10.0 out of 10, Exceptional, (11)
"Stay was great , Immaculate rental and fully equipped."
Orchard Beach Elegance: Spacious Yard & Patio
One queen bed unit 16 at Belkis beach motel
6.8 out of 10, (3)
"We have stayed here twice and it work perfect for us. Close to the beach and convenient. Staff are friendly and accommodating. Will stay here again."
One queen bed unit 16 at Belkis beach motel
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (46)
"My two sisters and I loved everything about the place especially the kitchen and the temperature control via AC or heat. The only concern about the place is that it took 1-3 tries each time we had to unlock the front door by code. There was supposed to be music to help but couldn't really hear anything. May need some attention but have to admit we never alerted anyone at the time thinking it was related to our ineptitude! I tried to do this review on the Vacasa site but the page never came up...
The price is $211
$487 total
includes taxes & fees
Jun 18 - Jun 19
Elegant condo - walk to Portland's best restaurants & Old Port
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, (12)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (10)
"We were so happy with this property, it was the perfect space for three busy moms to get away and relax together. So clean and well thought out, appreciated all the little touches. Easily walkable to everywhere we wanted to go in Portland. We will always remember getting to see the northern lights from the balcony! Will definitely come back here again, thanks for everything."
The price is $297
$507 total
includes taxes & fees
Jun 16 - Jun 17
Modern & Sunny House Steps from the Promenade. Private Parking!
Spacious Home with Large Yard, Close the Beach
Spacious Home with Large Yard, Close the Beach
Old Orchard Beach Getaway| 2BD Cottage
10.0 out of 10, Exceptional, (3)
"My aunt and I were looking for a central location for shopping in and around Old Orchard Beach area. Perfect location. Quiet and clean. Host was very quick to answer any questions. Easy to get to and easy to get into when we arrived. Thanks for a wonderful getaway!"
Old Orchard Beach Getaway| 2BD Cottage
beautiful rooms at Belkis Beach Motel
6.8 out of 10, (16)
"Overall okay experience. Spent more time away from motel."
beautiful rooms at Belkis Beach Motel
Rent a room in the gorgeous Holt House
7.8 out of 10, Good, (12)
"This was such a cool house to stay in. The host was very responsive and the check in/out process couldn't have been easier."
Rent a room in the gorgeous Holt House
Serenity between the lakes and seashore
9.8 out of 10, Exceptional, (9)
"Kitchen fully stocked. Comfortable beds. Comfy little getaway. David is great at responding right away with any issues. Only negative review is it has portable air instead of central air, but honestly the ceiling fans are great."
Serenity between the lakes and seashore
The Moonglow! A beautiful ocean view house in Biddeford!
9.8 out of 10, Exceptional, (83)
"The home was very much as advertised. Nicely appointed with a traditional beach motif. The host was very responsive. The location is central to Portland and Kennebunkport. It also helped that we had great sunny and 70 weather. Walks on the beach everyday."
The Moonglow! A beautiful ocean view house in Biddeford!
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (118)
"We needed a comfortable place to stop on a long drive to Canada. The place was very comfortable and the owner communicated in very clear and helpful ways. I needed an extra half hour at check out due to a work commitment. She was accommodating, WiFi worked great and I was able to engage without worry. Will definitely seek to stay again as 1 1/2 days in Portland wasn’t quite enough to truly enjoy the area."
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
Ultra Luxury Estate w/Ocean Views! Steps to Beach!
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
Lakefront dog-friendly home with dock, waterfront deck, wood fireplace, & W/D
9.0 out of 10, Wonderful, (2)
"This place is amazing and so relaxing. We will definitely be renting again soon !!!"
Lakefront dog-friendly home with dock, waterfront deck, wood fireplace, & W/D
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.

Other property types in Windham

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.4 out of 10, Very Good, (22)
"Beautiful and peaceful setting on the lake. Close enough to Portland and other activities but quiet and relaxed at the cottage."
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Pet-friendly! Modern and spacious 3-bedroom home on the Pleasant River.
Pet-friendly! Modern and spacious 3-bedroom home on the Pleasant River.
2 duplex
3.0 star property
The price is $750
$918 total
includes taxes & fees
Jul 4 - Jul 5
2 duplex
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 Homes information

Number of reviews
320
Accommodation
710 Vacation Homes
Lowest Price
$211
Highest Price
$297

Recent reviews of Windham hotels
Expedia verified reviews