Search and Rent North Windham Condos

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Condo Rentals in North Windham

City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
$438 nightly
The price is $477
Sep 10 - Sep 11
Total with taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (66)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
$391 nightly
The price is $426
Sep 2 - Sep 3
Total with taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Property grounds

Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

10.0 out of 10, Exceptional, (3)
"Beautiful place to stay. We are planning on doing this again next year. "
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth
Spacious 4 bedroom luxury Condo
Exterior

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (32)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo
Cozy, Elegant and Bright 2 bed in the East End
Smart TV

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"Excellent stay and location"
$326 nightly
The price is $355
Sep 16 - Sep 17
Total with taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (33)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
$358 nightly
The price is $390
Sep 2 - Sep 3
Total with taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Cozy Lakeside Studio w/ Private Swimming Area
TV, fireplace, books

Cozy Lakeside Studio w/ Private Swimming Area

8.0 out of 10, Very Good, (8)
"Beautiful views nice and quiet little getaway"
Cozy Lakeside Studio w/ Private Swimming Area
Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Fridge, microwave, oven, stovetop

Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse

10.0 out of 10, Exceptional, (2)
"We had such a lovely stay! The house was beautiful and clean and everything was easy to navigate. Jennifer was so responsive and helpful with questions and recommendations. She was very accommodating with a specific concern we had and made the check in process very easy.Freeport was the perfect location to explore Portland and Peaks Island while serving as a nearby home base with plenty to do closer by as well! I would 100% stay here again and recommend to others in a heartbeat!"
Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse
Historic Brick Apartment | Parking + Prime Location
Property grounds

Historic Brick Apartment | Parking + Prime Location

10.0 out of 10, Exceptional, (9)
"Visited my adult children and new baby granddaughter. Beautiful home, very convenient spot, and equipped with all the amenities needed- including a decorative Christmas tree. Thank you, Steve and Kristen!"
$720 nightly
The price is $842
Aug 24 - Aug 25
Total with taxes and fees
Historic Brick Apartment | Parking + Prime Location
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Fridge, microwave, oven, stovetop

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (42)
"Perfect two bedroom for us to stay in during our work event."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (15)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
$591 nightly
The price is $644
Aug 27 - Aug 28
Total with taxes and fees
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views
Beach nearby

Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views

9.6 out of 10, Exceptional, (14)
"It was a wonderful week "
Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views
Waterfront Two Master Suite Penthouse with Rooftop
Exterior

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (183)
"My family and I enjoyed our stay at the Cornelia apartment and very much appreciate the cleanliness of the space and responsiveness of the hosts. "
$1,329 nightly
The price is $1,430
Sep 7 - Sep 8
Total with taxes and fees
Waterfront Two Master Suite Penthouse with Rooftop
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.6 out of 10, Exceptional, (77)
"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "
Walk to Old Port ♦ West End Condo ♦ Parking
Studio Apt by beach - unit #14
Beach

Studio Apt by beach - unit #14

10.0 out of 10, Exceptional, (17)
"The property was clean well maintained except for an old rug on the floor. The sink in the kitchen leaked when used and had to leave a towel around it or the water would pool behind it. The unit could have used a long mirror in the closet. The shower was awesome. The Murphy bed was efficient, but not much support on the back. Thanks"
Studio Apt by beach - unit #14
Back Cove Views
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Back Cove Views

10.0 out of 10, Exceptional, (8)
"Easy to get to, conveniently located close to restaurants, bars, shops, and downtown. There are stairs to climb, which didn't bother us, but be mindful as it is on the 3rd floor. Parking is only available on the street, and it was hard to find a spot close by the condo. But, we eventually did park close, so it worked out. We would definitely book this place again and again!"
Back Cove Views
Condos at Fairlawn
Food and drink

Condos at Fairlawn

3.0 star property
7.6 out of 10, Good, (27)
"Great for the price, very nice people."
Condos at Fairlawn
USM Area. Great location.
Living area

USM Area. Great location.

USM Area. Great location.
Renting September 2025 to June 1, 2026
Property grounds

Renting September 2025 to June 1, 2026

10.0 out of 10, Exceptional, (15)
"Great place and host"
Renting September 2025 to June 1, 2026
Romantic apt:West End +parking
Fridge, microwave, oven, stovetop

Romantic apt:West End +parking

10.0 out of 10, Exceptional, (7)
"The condo was a great location for walking to the food and shopping on both Commercial and Congress streets. Parking was a breeze and the unit had everything you could want for a short or long term stay."
$520 nightly
The price is $608
Aug 24 - Aug 25
Total with taxes and fees
Romantic apt:West End +parking
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 North Windham Hotel Reviews

Quality Inn & Suites

Quality Inn & Suites

6/10 Okay
"Needs upgrading "
chris 2-night trip
Posted 23 hours ago
Quality Inn & Suites