A white church with a steeple and red accents, surrounded by autumn trees.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Windham condo rentals

A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

1. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$212 nightly
The price is $229
Nov 8 - Nov 9
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
A nighttime street view with a building featuring a storefront with a sign that reads 'Beauty Joy.'

2. Renovated Exchange St. Loft w/Free Parking

Renovated Exchange St. Loft w/Free Parking
Downtown Portland
$223 nightly
The price is $242
Nov 4 - Nov 5
Total with taxes and fees
Renovated Exchange St. Loft w/Free Parking
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

3. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (95 reviews)
"Excellent property in Portland. Clean with amenities needed for any stay. Easy access to downtown. Hosts communicate exceptionally well and property is everything it promotes!"
United States
Adam Y.
$330 nightly
The price is $359
Nov 1 - Nov 2
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
A beach with a sunset, a pier, and a building with 'erly' on it.

4. Sleeps 3 • 1BR • Old Orchard Beach • 4-Min Walk

Sleeps 3 • 1BR • Old Orchard Beach • 4-Min Walk
Old Orchard Beach
9.4 out of 10, Exceptional, (3 reviews)
"Place was perfect. good distance from the pier. We had a great stay, will definitely return"
United States
Joseph R.
$237 nightly
The price is $240
Nov 22 - Nov 23
Total with taxes and fees
Sleeps 3 • 1BR • Old Orchard Beach • 4-Min Walk
A beach with a wooden chair and a small building in the background.

5. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (73 reviews)
"Great stay!"
United States
Jason M.
$413 nightly
The price is $450
Oct 28 - Oct 29
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
Terrace/patio

6. Lux by the water and dining

Lux by the water and dining
Downtown Portland
$743 nightly
The price is $810
Oct 29 - Oct 30
Total with taxes and fees
Lux by the water and dining
A sandy beach with a clear sky and ocean waves.

7. Cozy Newly Renovated 2-bedroom Condo By The Beach

Cozy Newly Renovated 2-bedroom Condo By The Beach
Saco
9.6 out of 10, Exceptional, (15 reviews)
"Clean, allowed us to check in earlier, Accommodating host. Convenient location Would stay again "
United States
Carlos P.
$370 nightly
The price is $403
Oct 28 - Oct 29
Total with taxes and fees
Cozy Newly Renovated 2-bedroom Condo By The Beach
A view from a room with large windows to a balcony overlooking a beach.

8. Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.

Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
Old Orchard Beach
9.8 out of 10, Exceptional, (254 reviews)
"Perfect location!"
United States
Amanda L.
$325 nightly
The price is $354
Oct 28 - Oct 29
Total with taxes and fees
Oceanfront condo! Steps to beach & downtown. 3rd floor, elevator. Sleeps 2.
A pier with buildings on stilts, a sandy beach, and a clear sky.

9. Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!

Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.0 out of 10, Very good, (2 reviews)
"The stay was wonderful - tiny snafu getting in; listed was b when we were supposed to be getting into a"
United States
Alana J.
$319 nightly
The price is $348
Nov 1 - Nov 2
Total with taxes and fees
Adorable, two-bedroom, one-bathroom condo, two short blocks from the beach!
A beach with a sunset, a pier, and a building with 'erly' on it.

10. Sleeps 4 • 1BR • Old Orchard Beach • 4-Min Walk

Sleeps 4 • 1BR • Old Orchard Beach • 4-Min Walk
Old Orchard Beach
9.4 out of 10, Exceptional, (28 reviews)
"Place was perfect location to downtown but still quiet. Unit was clean and exactly as described."
United States
Jared C.
$292 nightly
The price is $295
Nov 22 - Nov 23
Total with taxes and fees
Sleeps 4 • 1BR • Old Orchard Beach • 4-Min Walk
A pier with numerous wooden pillars extending into the water.

11. Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!

Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (10 reviews)
"Great stay! Very comfortable house and walking distance to everything."
United States
Kathie L.
$376 nightly
The price is $410
Oct 30 - Oct 31
Total with taxes and fees
Appealing two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with a building on stilts over the beach.

12. Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (10 reviews)
"This was a nice place to spend a weekend near the beach. The house was comfortable and communication with the owner helped make everything easy. We enjoyed our stay!"
United States
Katherine D.
$318 nightly
The price is $347
Oct 30 - Oct 31
Total with taxes and fees
Cozy 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

13. Barn on Pleasant-walk to Highland beach & town

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (29 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$195 nightly
The price is $212
Oct 28 - Oct 29
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A beach at night with a view of the ocean and a city skyline in the distance.

14. Direct ocean views from extra large balcony! Over 1200 square feet!

Direct ocean views from extra large balcony! Over 1200 square feet!
Old Orchard Beach
9.8 out of 10, Exceptional, (35 reviews)
"We love our stay at this condo! It's a great size for our annual sister trip with a beautiful balcony looking at the ocean. We love being on the balcony looking of the bar and live music every afternoon and evening! The host responds quickly and was helpful finding other places to park! Thanks for a great stay!"
United States
Kara C.
$412 nightly
The price is $449
Oct 28 - Oct 29
Total with taxes and fees
Direct ocean views from extra large balcony! Over 1200 square feet!
A wooden boardwalk leading to a beach with a clear view of the ocean.

15. Ocean View Condo 3 by Everrow

Ocean View Condo 3 by Everrow
Old Orchard Beach
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property in a wonderful location! We will stay here again when we come back to this area."
United States
Dawn T.
$418 nightly
The price is $456
Oct 28 - Oct 29
Total with taxes and fees
Ocean View Condo 3 by Everrow
A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

16. Sleeps 3 • 1BR • OOB • 350 Yds to Beach

Sleeps 3 • 1BR • OOB • 350 Yds to Beach
Old Orchard Beach
6.8 out of 10, (5 reviews)
"We had a great time and the apartment was suprisingly roomy for 6 adults!!"
United States
Phenix p.
$260 nightly
The price is $263
Nov 22 - Nov 23
Total with taxes and fees
Sleeps 3 • 1BR • OOB • 350 Yds to Beach
A balcony with a view of the beach, a white building in the background, and a wicker sofa with floral cushions.

17. Old Orchard Beach, Spacious, beachfront, 2 bedroom condo

Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay in Old Orchard. The beach was 10x nicer than we expected. Waking up for sunrise was a treat. The condo is spacious and loved having the windows open for the ocean breeze. We were able to grill lobster. Beds upstairs were super comfy. Better sleeping on the couch than the couch bed as the couch bed is terrible at best (there’s plenty of room on the couch). Kitchen is very sparse. Pick up all essentials in town (coffee, plastic wrap/foil, paper towels, paper cups,...
United States
Ally M.
$555 nightly
The price is $605
Oct 28 - Oct 29
Total with taxes and fees
Old Orchard Beach, Spacious, beachfront, 2 bedroom condo
A coastal residential area with houses, a beach, and a clear sky.

18. Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Hopefully I can stay longer next time"
United States
Anonymous traveler
$546 nightly
The price is $595
Oct 28 - Oct 29
Total with taxes and fees
Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
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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Top Windham Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Looks like things have been recently renovated there. Was fine for a couple nights visit. Would stay again while in the area."
Brian 2-night trip
Posted less than an hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Windham

Windham Condo Rentals information

Number of reviews
554
Accommodation
235 Condo Rentals
Lowest Price
$212
Highest Price
$810

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