Cumberland County Holiday Rentals

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Top Holiday Rentals Destinations in Cumberland County

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is AU$702
includes taxes & fees
14 Aug - 15 Aug
The Weldon Hotel

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is AU$276
includes taxes & fees
6 Aug - 7 Aug
Private Entrance Residential Portland

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (107)
"Unit was very clean"
The price is AU$485
includes taxes & fees
1 Sept - 2 Sept
Adorable Portland getaway on the Eastern Promenade

Studio Unit Walkable Everywhere

6.0 out of 10, (1)
"Before check in the host was kind and incredibly communicative. Upon check out they asked how our stay was and I wrote them a message saying I’d rather discuss this before leaving a bad review but they left me on read… When we arrived there were so many unhoused folx outside the apt we didn’t feel safe entering. we literally saw a woman being chased/harassed while we were pulling up. If I wasn’t with my partner I would’ve had to cancel due to feeling unsafe. I have no bad feelings about unhoused...
The price is AU$321
includes taxes & fees
6 Aug - 7 Aug
Studio Unit Walkable Everywhere

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (222)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Walkable near downtown 1 Bedroom

The price is AU$314
includes taxes & fees
11 Aug - 12 Aug
Walkable near downtown 1 Bedroom

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

10.0 out of 10, Exceptional, (47)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (46)
"Cozy and fun cottage. All we needed for a weekend visit for our family of 4. Morning SUP and swim was wonderful. Great hosts! We would definitely stay here again."
Sebago Lake Cottage on Raymond Cape

Island View House BnB Self Check-In # 4 / Free Off-Street Parking

10.0 out of 10, Exceptional, (8)
"This was the perfect spot to stay for me and my husband! We were able to walk everywhere we wanted while avoiding staying in the more touristy areas. We felt like locals and we would definitely stay here again! "
The price is AU$770
includes taxes & fees
20 Aug - 21 Aug
Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is AU$298
includes taxes & fees
24 Aug - 25 Aug
Studio Apartment near downtown Walkable!

Knock on Wood | Airy Charm in Heart of Downtown

9.2 out of 10, Wonderful, (18)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is AU$850
includes taxes & fees
2 Sept - 3 Sept
Knock on Wood | Airy Charm in Heart of Downtown

Great Place for a Family Retreat! Sleeps 10

9.6 out of 10, Exceptional, (11)
"Nice clean property close to everything."
Great Place for a Family Retreat! Sleeps 10

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (82)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is AU$898
includes taxes & fees
26 Aug - 27 Aug
Luxury on Back Cove - Three Gables

Beautiful, single story ranch. Next to city park with ocean view!

9.0 out of 10, Wonderful, (13)
"Great vacation rental!"
Beautiful, single story ranch. Next to city park with ocean view!

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

9.4 out of 10, Exceptional, (62)
"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. "
The price is AU$663
includes taxes & fees
10 Aug - 11 Aug
Elegant condo - walk to Portland's best restaurants & Old Port

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.6 out of 10, Exceptional, (85)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠

9.6 out of 10, Exceptional, (81)
"Overall we had a great stay! The water is super close, the cottage is clean, comfy and cozy and has everything you need. We enjoyed fires at night and morning coffee on the hammock. Great communication as well. "
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

10.0 out of 10, Exceptional, (2)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
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 Cumberland County Hotel Reviews