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
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Windham condo rentals

A lakeside deck with outdoor seating and a dock extending into the water.

1. Sebago Lake studio-style condo with enclosed sunroom and sunset views

Sebago Lake studio-style condo with enclosed sunroom and sunset views
Standish
9.0 out of 10, Wonderful, (12 reviews)
$204 nightly
The price is $222
Sep 13 - Sep 14
Total with taxes and fees
Sebago Lake studio-style condo with enclosed sunroom and sunset views
A wooden bench on a rocky shore overlooking a calm body of water.

2. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
$376 nightly
The price is $409
Sep 22 - Sep 23
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
A harbor with boats docked, a pier, and buildings in the background.

3. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at Mat's place! Convenient location, very cute apartment with a lovely view of the water. Well equipped for a couple's weekend away. We appreciated the sharp knives for cooking and the comfy couch!"
United States
Charlotte B.
$372 nightly
The price is $405
Sep 15 - Sep 16
Total with taxes and fees
Casco Bay Vista
A modern house with a wooden exterior, a small garden, and a visible window.

4. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
$429 nightly
The price is $467
Sep 20 - Sep 21
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
A brick building with a sign reading "Bowstreet Beverage."

5. Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Back Cove
9.8 out of 10, Exceptional, (11 reviews)
"Nice stay"
United States
Cory c.
$1,010 nightly
The price is $1,101
Sep 11 - Sep 12
Total with taxes and fees
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
A modern kitchen with a dining area, featuring a round table, chairs, and a hanging light fixture.

6. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (84 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
$446 nightly
The price is $486
Oct 8 - Oct 9
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

7. Cozy Two Bedroom on Munjoy Hill

Cozy Two Bedroom on Munjoy Hill
Munjoy Hill
$308 nightly
The price is $335
Oct 5 - Oct 6
Total with taxes and fees
Cozy Two Bedroom on Munjoy Hill
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

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

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (90 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
$365 nightly
The price is $397
Oct 6 - Oct 7
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
A modern living room with a wooden dining table, a sofa, and a TV mounted on the wall.

9. Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.0 out of 10, Wonderful, (9 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
$334 nightly
The price is $364
Sep 13 - Sep 14
Total with taxes and fees
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
A brick building with a sign reading "Bowstreet Beverage."

10. Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch

Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
Back Cove
9.6 out of 10, Exceptional, (4 reviews)
"Excellent clean property. Very nice communicative host"
United States
Alex C.
$1,051 nightly
The price is $1,146
Sep 11 - Sep 12
Total with taxes and fees
Centrally located off Back Cove, 1st floor 4 bedroom, 1.5 Bath condo w/ porch
A sandy beach with a clear sky and ocean waves.

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

Cozy Newly Renovated 2-bedroom Condo By The Beach
Saco
9.2 out of 10, Wonderful, (9 reviews)
"Clean, allowed us to check in earlier, Accommodating host. Convenient location Would stay again "
United States
Carlos P.
$334 nightly
The price is $364
Sep 13 - Sep 14
Total with taxes and fees
Cozy Newly Renovated 2-bedroom Condo By The Beach
A pier with a building on stilts over the beach.

12. Charming two-bedroom, one-bathroom condo, two short blocks from the beach!

Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.6 out of 10, Exceptional, (10 reviews)
"Great location!"
United States
Daniel
$339 nightly
The price is $370
Sep 14 - Sep 15
Total with taxes and fees
Charming two-bedroom, one-bathroom condo, two short blocks from the beach!
A pier with wooden beams and columns extending over a sandy beach.

13. Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!

Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
9.8 out of 10, Exceptional, (6 reviews)
"Our family of 5 had a lovely stay. A lot of parking and lots to do around there. "
United States
Merkara D.
$357 nightly
The price is $389
Sep 11 - Sep 12
Total with taxes and fees
Sweet, two-bedroom, one-bathroom condo, two short blocks from the beach!
A bedroom with a stone fireplace, a large bed, a TV, and a wooden floor.

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

Barn on Pleasant-walk to Highland beach & town
Bridgton
10.0 out of 10, Exceptional, (27 reviews)
"Absolutely beautiful place to stay! The room was very welcoming and cozy. "
United States
Robyn N.
$197 nightly
The price is $214
Sep 15 - Sep 16
Total with taxes and fees
Barn on Pleasant-walk to Highland beach & town
A pier with numerous wooden pillars extending into the water.

15. Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!

Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Great location!"
United States
Karen Y.
$340 nightly
The price is $371
Sep 13 - Sep 14
Total with taxes and fees
Stunning, two-bedroom, one-bathroom condo, two short blocks from the beach!
A modern living room with a sofa, a patterned rug, a coffee table, a lamp, and a television.

16. 70 E Grand OOB | 2BR Condo Steps to the Beach

70 E Grand OOB | 2BR Condo Steps to the Beach
Old Orchard Beach
$399 nightly
The price is $435
Sep 21 - Sep 22
Total with taxes and fees
70 E Grand OOB | 2BR Condo Steps to the Beach
A compact kitchen with wooden cabinets, a stainless steel sink, and a white refrigerator.

17. 350 yards to the Beach. Pet Friendly. Free Parking

350 yards to the Beach. Pet Friendly. Free Parking
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.
$267 nightly
The price is $270
Sep 13 - Sep 14
Total with taxes and fees
350 yards to the Beach. Pet Friendly. Free Parking
A wooden pier extending into the water with multiple buildings on stilts.

18. Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!

Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"The place was cute and conveniently located. A few things could use touching up and better upkeep. Overall, we had a nice stay. "
United States
Katherine m.
$325 nightly
The price is $354
Sep 29 - Sep 30
Total with taxes and fees
Quaint 2-bedroom, 1-bathroom condo, two short blocks from the beach!
A wooden boardwalk leading to a beach with a clear view of the ocean.

19. Ocean View! - Luxury Condo with Beach Access

Ocean View! - Luxury Condo with Beach Access
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"The condo was in an excellent location, close to town and all the shops and attractions. Though not directly on the ocean, we had a great view from our front window to the ocean. Kitchen area was up to date and had all the amenities one may need. Living area was comfortable and the unexpected gas fireplace was a welcomed touch especially being early October.The host responded quickly to our questions. Check in and check out was very easy and simple.Overall, we had a fantastic time and would...
United States
Jim W.
$522 nightly
The price is $569
Sep 14 - Sep 15
Total with taxes and fees
Ocean View! - Luxury Condo with Beach Access
A coastal residential area with houses, a beach, and a clear sky.

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

Tranquil 3BR - Ocean View Condo 4 Min to OOB Pier
Old Orchard Beach
$563 nightly
The price is $614
Sep 13 - Sep 14
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
"!"
Cynthia 1-night trip
Posted 3 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Windham

Windham Condo Rentals information

Number of reviews
328
Accommodation
235 Condo Rentals
Lowest Price
$214
Highest Price
$1,146

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