North Windham Holiday Rentals

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Holiday Rentals in North Windham

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is AU$250
includes taxes & fees
6 Mar - 7 Mar
The Weldon Hotel

Lakefront House with Private Sandy Beach

9.8 out of 10, Exceptional, (26)
"I would have given this property 5 stars except for the sketchy kitchen equipment. When traveling with pets it is often difficult to go out to eat. Therefore we made three meals a day and wished for 1)a toaster oven 2)electric kettle and 3) more hot pads, kitchen towels, and spatulas"
Lakefront House with Private Sandy Beach

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

9.8 out of 10, Exceptional, (112)
"When we arrived at the property, it was exactly as described in the listing and even a little larger than we expected. The setting was beautiful and so peaceful! I loved watching the water from my seat around the fire and listening to all of the woodland creatures going about their day. My son also loved that it was a "classic" Maine Camp.... it was just like one would imagine. We would definitely recommend and stay here again."
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is AU$298
includes taxes & fees
20 Mar - 21 Mar
Adorable Portland getaway on the Eastern Promenade

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"Old friends (in age and longevity of relationships) met up in Portland for a weekend getaway. Great location. Great city. Enjoyed our time exploring the city culture and restaurants within easy reach but also spent long hours in the bright living room catching up over a pit of tea."
The price is AU$353
includes taxes & fees
26 Feb - 27 Feb
Glorious getaway on Portland's Eastern Promenade.

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries

Romantic getaway for 2 small and simple Winter's Back

10.0 out of 10, Exceptional, (291)
"A lovely conferable place"
Romantic getaway for 2 small and simple Winter's Back

Fall In Love With Portland!

9.6 out of 10, Exceptional, (110)
"We had a great time at Nick's apartment, it is spaceous and tastefully furnished. We were able to feel right at home and used the kitchen every day, the dining room had space for all of us which made for some great holiday meals together. The location is nearly unbeatable with just two blocks to the promenade by the water and a short walk to downtown. Congress Street, which is 50 yards from the front door, has a really cool vibe with bars, cafes and restaurants. Yet, you are clearly nestled in a...
The price is AU$776
includes taxes & fees
23 Feb - 24 Feb
Fall In Love With Portland!

Historic Home in the West End. Private Parking.

9.8 out of 10, Exceptional, (28)
"We had a lovely stay in this historic home. The decor is charming and original, beds are comfy and everything is clean. The neighborhood is attractive and quiet. The information from the host was helpful. It was great to have a dedicated parking space. As described, the kitchenette has no sink but otherwise is very well equipped for simple food/beverage preparation. We look forward to staying in the future."
The price is AU$378
includes taxes & fees
23 Mar - 24 Mar
Historic Home in the West End. Private Parking.

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is AU$572
includes taxes & fees
21 Mar - 22 Mar
Cozy, Elegant and Bright 2 bed in the East End

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (103)
"A great place for people looking to explore Portland. Clean, comfortable and with great communication by our host, we’d recommend it for any group looking for a home base in the area."
The price is AU$776
includes taxes & fees
23 Feb - 24 Feb
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (99)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is AU$484
includes taxes & fees
21 Feb - 22 Feb
City Amenities, Casco Bay Sunrises and Natural Beauty

Lakefront House

10.0 out of 10, Exceptional, (23)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is AU$1,150
includes taxes & fees
19 Mar - 20 Mar
Lakefront House

Waterfront Maine cottage! Next to Sebago Lake State Park!

10.0 out of 10, Exceptional, (14)
"This is a quiet and well kept property. Plenty of room to find a quiet space to relax by the river. A private dock to launch a kayak, swim or tube. The view was great . All amenities for outdoor activities were setup like Volleyball and badminton. Also a nice fire pit with plenty of outdoor seating. Get your own wood . Tiki torches were set up but you have to bring your own fuel also. We brought our own kayak. The kitchen was equipped with all pans and utensils to cook and a great big grill...
Waterfront Maine cottage! Next to Sebago Lake State Park!

Charming 2-bedroom steps from the Eastern Promenade

9.8 out of 10, Exceptional, (79)
"Had a great stay in this lovely home that was close to everything in the old port. Would love to stay again!"
Charming 2-bedroom steps from the Eastern Promenade

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (44)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (15)
"We enjoyed our stay. The house was clean and the jacuzzi was much enjoyed. We let our vacation happy!"
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Lakefront Cottage with Private Beach

9.8 out of 10, Exceptional, (28)
"We enjoyed our stay, the house was beautifully decorated, supplied and comfortable. The views were great, enjoyed watching folks ice fish. Also, had cold enough weather, the lake ice would sing. Enjoyed the area, would return and highly recommend. "
Lakefront Cottage with Private Beach
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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Other types of properties in North Windham you may be interested in

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1467)
"Really enjoyed our stay! "
The price is AU$285
includes taxes & fees
23 Mar - 24 Mar
Portland Harbor Hotel

Ramada Plaza by Wyndham Portland

3.0 star property
7.6 out of 10, Good, (1022)
"It was good, loved the hot tub availability. Would be nice if it was open later than 1000. Room was comfortable and clean. The hot water availability is not so great, At the end of my shower, the water was no longer hot. I do not take a long shower-5 min max, there was no hot water when my husband showered. This was at 830 in the am. Toilet also had trouble flushing toilet paper-5 flushes to get it to go down. Rm 221"
The price is AU$163
includes taxes & fees
24 Feb - 25 Feb
Ramada Plaza by Wyndham Portland

DoubleTree by Hilton Hotel Portland

4.0 star property
8.0 out of 10, Very good, (1110)
"Staff was amazing and made stay more than we could have imagined "
The price is AU$128
includes taxes & fees
2 Mar - 3 Mar
DoubleTree by Hilton Hotel Portland
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.

Frequently asked questions

Can I find holiday rentals in North Windham?

Yes, there are holiday rentals close to the most popular sights in North Windham, or you can select a more secluded option if you're looking for a relaxing stay. North Windham is known for its lake views.

What are some of the best holiday rentals that North Windham has to offer?

Charming 110-year former Inn 10' from the Ocean!: This holiday home rental outside of North Windham is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in North Windham?

Expedia has 8 holiday rentals for your stay in North Windham.

What can I see and do in North Windham?

Sebago Lake Basin and Sebago Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Seacoast Adventure and St Josephs College.

What’s a holiday rental in North Windham like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in North Windham. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for small groups.