Vacation rentals in Cumberland

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Popular amenities for Cumberland vacation rentals

Stay near Cumberland's top sights

Hannaford Supermarket280 locals recommend
Eventide Oyster Co.271 locals recommend
L.L. Bean Factory Store270 locals recommend
Peaks Island176 locals recommend
Eastern Promenade Trail251 locals recommend
Duckfat172 locals recommend

Other great vacation rentals in Cumberland

Guest favorite
Home in Scarborough
4.93 out of 5 average rating, 58 reviews

Gorgeous 4 BR home with HOT TUB

Elizabeth AnnRating, 5 stars1 week ago
The home was beautiful and matched the photos online. Clean and inviting! Gregory was responsive while booking and during our stay. Very kind and would stay here again for another girls weekend get away!
Superhost
Home in Newcastle
4.91 out of 5 average rating, 32 reviews

Spring into the season eating lobsters w/friends

MarceloRating, 5 stars7 months ago
Very nice place to stay big nice and clean recommended this place to everyone looking for a good place big and clean this the right place
Top guest favorite
Home in Gray
4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars3 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Top guest favorite
Home in Bath
5 out of 5 average rating, 101 reviews

Waterfront Farmhouse with Modern Flair!

Tony & KellyRating, 5 stars2 months ago
The home was very welcoming and accommodating for our family of 5. The views were spectacular at sunrise, sunset and during the snowstorm. Bald Eagles and hawks would land in the trees right in front of the house. Also, there was a skating pond down the street my family love to visit almost each evening. There was an alarm going off as soon as we arrived, Debbi was incredibly fast responding and sending someone to check it out clear it up. On the plus someone came and plowed the driveway after the snowstorm it was great. She left a basket of local food and my family ate it up. We are so thankful for our relaxing week and would love to return.
Guest favorite
Home in Freedom
4.9 out of 5 average rating, 94 reviews

Our Mountain Retreat – Lake Ossipee Access

FinRating, 5 stars1 month ago
Paula’s was the perfect spot for a weekend trip with a group of friends for my birthday! It had plenty of sleeping spots for us and was very comfortable, and we really loved the hot tub. They were such responsive and communicative hosts as well, and offered us a flexible late check-out. Thank you!
Guest favorite
Home in Old Orchard Beach
4.84 out of 5 average rating, 31 reviews

Beautiful Spacious OOB Beachfront home w/ elevator

AnaRating, 5 stars3 days ago
We went off season and it was a very beautiful and tranquil beach experience. The house is gorgeous and spacious. Jason was very responsive and friendly. We will definitely be back!
Guest favorite
Cabin in West Paris
4.94 out of 5 average rating, 107 reviews

Cabin on the hill!

AdrienneRating, 5 stars3 weeks ago
Eric was a great host. He was very responsive and friendly in all communications. The home was perfect for our family of 5 and three dogs. After long days of hiking we really enjoyed the hot tub! We had a great time.
Top guest favorite
Home in Greenwood
4.93 out of 5 average rating, 76 reviews

The Farmhouse at The Cross Farm

CordeliaRating, 5 stars3 months ago
Amazing view with lots to do, spacious house, well stocked, good location for skiing, peaceful and quiet. Host is very friendly, responsive and helpful. He delighted us with delicious chocolate and fresh cookies. Thanks Tony! Highly recommended!

Quick stats about vacation rentals in Cumberland

  • Total rentals

    170 properties

  • Total number of reviews

    7.2K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Cumberland?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Cumberland have a kitchen?

    Absolutely! We offer over 90 house rentals with a kitchen in Cumberland. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Cumberland have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Cumberland. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Cumberland?

    Cumberland has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Cumberland have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Cumberland. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Cumberland?

    Make yourself at home in Cumberland by choosing from our most frequently booked neighborhoods. We have over 1,360 vacation rentals in Back Cove, over 1,700 vacation rentals in Falmouth, over 1,030 vacation rentals in Saint George, and over 1,410 vacation rentals in North Deering.

  • Are there pet-friendly vacation rentals in Cumberland?

    Four-legged friends are welcome in Cumberland. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Cumberland?

    Yes! Work meets play with ease at over 80 vacation rentals in Cumberland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Cumberland have free parking?

    Absolutely! We offer over 90 house rentals with free parking in Cumberland. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Cumberland?

    Experience the best of Cumberland with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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