Holiday Rentals in Cumberland County

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Featured Holiday Rentals in Cumberland County

The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is €423
includes taxes & fees
24 Aug - 25 Aug
The Weldon Hotel
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
1 bedroom, in-room safe, free WiFi, bed sheets

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
Fridge, microwave, oven, stovetop

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 €211
includes taxes & fees
17 Aug - 18 Aug
Private Entrance Residential Portland
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (108)
"Unit was very clean"
The price is €277
includes taxes & fees
8 Sept - 9 Sept
Adorable Portland getaway on the Eastern Promenade
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

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 €184
includes taxes & fees
24 Aug - 25 Aug
Studio Unit Walkable Everywhere
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

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

10.0 out of 10, Exceptional, (223)
"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
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Walkable near downtown 1 Bedroom

The price is €180
includes taxes & fees
10 Sept - 11 Sept
Walkable near downtown 1 Bedroom
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Interior

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
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

Elegant and efficient Island home 4 miles from downtown Portland
Sebago Lake Cottage on Raymond Cape
Exterior

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
Marina

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

10.0 out of 10, Exceptional, (9)
"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 €407
includes taxes & fees
20 Aug - 21 Aug
Island View House BnB Self Check-In # 4 / Free Off-Street Parking
Studio Apartment near downtown Walkable!
1 bedroom, WiFi, bed sheets

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 €184
includes taxes & fees
7 Sept - 8 Sept
Studio Apartment near downtown Walkable!
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
Beach

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 🏖🏠
Knock on Wood | Airy Charm in Heart of Downtown
Outdoor dining

Knock on Wood | Airy Charm in Heart of Downtown

9.0 out of 10, Wonderful, (19)
"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 €429
includes taxes & fees
12 Aug - 13 Aug
Knock on Wood | Airy Charm in Heart of Downtown
Waterfront Maine cottage! Next to Sebago Lake State Park!
Marina

Waterfront Maine cottage! Next to Sebago Lake State Park!

9.4 out of 10, Exceptional, (23)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!
Great Place for a Family Retreat! Sleeps 10
Outdoor dining

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
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
Spacious Historic Home | 7BR West End for Groups
Marina

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
Spacious Historic Home | 7BR West End for Groups
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is €488
includes taxes & fees
8 Sept - 9 Sept
Luxury on Back Cove - Three Gables
Beautiful, single story ranch. Next to city park with ocean view!
3 bedrooms, iron/ironing board, WiFi, bed sheets

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!
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

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent
"Great stay "
Austin 1-night trip
Posted 1 day ago
Hampton Inn Portland Downtown - Waterfront