
Vacation home rentals in Cumberland County
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Top-rated vacation home rentals in Cumberland County
Guests agree: these vacation home rentals are highly rated for location, cleanliness, and more.

Sebago Lake House getaway
Relax with the whole family at this peaceful place to stay. Located 250 feet from beach entry lake. Relax on the dock or take the kayaks out for a spin. This charming house includes a mooring to keep a boat on. Located 30 min. From Portland, ME, 1 hour from North Conway, NH and 5 min. From Seacoast Adventures. Nearby hiking, swimming, breweries, and restaurants makes this house a great place to stay rain or shine. ** 7 night Saturday-Saturday rentals between June 27, 2026 - August 29, 2026**

Beautiful one bedroom cabin only 50 ft from beach4
This beautiful cabin features a queen bed in the bedroom, a double futon in the living room & can accommodate up to 4 people. The cottage includes a fully equipped kitchenette with microwave, mini-fridge, coffee maker, toaster & dining area. Smart TV, WIFI. AC & Central heating. A private full bath with tub/shower combo included at this unique and tranquil getaway. Enjoy the privacy of your own seaside cottage close to the beach! BBQ grills and picnic tables with umbrellas dot the outdoor area.

Lakehouse Paradise - A Slice Of Sebago Lake
Welcome to Sebago Lake! Come make memories at this charming lake house. The house is just a few minute walk from your private association beach on Sebago. Spend your days on the beach, in the crystal clear water, or out on the boat. Your warm Sebago nights can be spent BBQ'ing in the yard, roasting marshmallows at the fire pit, or playing card games inside. Enjoy the majestic views as the sun rises and sets over Maine's second largest lake. This is the perfect setting to make lifelong memories!

The Portland Getaway - 3 Bed Apt w Historic Charm
Newly renovated 3bd apt with historic charm and all the amenities to explore Portland's Restaurants, Arts, Coastline, Parks, and More! Located in the Oakdale Neighborhood the unit features 3 spacious bedrooms, 2 trendy bathrooms, beautiful eat in kitchen, cute office space, living room, off street parking and a large fenced in backyard with a fire pit. Walking distance to local attractions and 5-10 min drive to the Old Port and Waterfront. Come stay and enjoy all that Portland has to offer!

Island View on Sebago Lake
Lakefront living is awaiting! Island View is a newly updated home that sits on 100 feet of sandy shore frontage on Sebago Lake. Spend your days on the lake, soaking up the sun on the private beach, fishing off the private dock, grilling with friends and family or relaxing on the expansive deck taking in the views. This 5-bedroom, 3.5 bath home with sleeping for 10 has a 1st floor master, updated appliances, granite countertops and is ideal for entertaining. You will never want to leave!

A Commanding View of Town of Old Orchard Beach
Distant Atlantic Ocean views from the lawn, deck, porch, or airy loft of this charming Old Orchard Beach rental. Perfectly located across from Walgreens for easy access to essentials. Both main bedrooms open directly outdoors to invite the fresh ocean breeze. Two additional converted sleeping areas, thoughtfully divided for privacy. Two showers and 4 parking spots. Explore “The Pier,” an iconic boardwalk, brimming with dining, and scenic charm. Your perfect coastal getaway awaits.

Walk to Beach + Eats | Dog&Family-Friendly Stay
Come stay in Pine Point! This cozy coastal escape is just steps to the beach for swimming, and the marsh for kayaking and close to seasonal restaurants. Perfect for multiple or extended families with a separate kid zone (beds, TV, games). Dogs will also love their stay with a fenced yard and great beach walks. The house is a quick trolley to Old Orchard Beach and 20 minutes to Portland’s airport, restaurants, and breweries. It also boasts a well stocked kitchen and an outdoor shower.

Bright and Spacious West End Charmer
This 3 BR/2BA apartment is located in the heart of Portland's historic West End neighborhood. Enjoy the use of the entire spacious, sunny first floor with your own private entrance, parking for 2 cars and private patio area (June-October). Located on a quiet street, but just steps away from modern conveniences and all that this great city has to offer: gourmet coffee shops, delicatessens, yoga studios, shopping, bars and dining, walking trails and the arts!

A Luxury Beach Stay near the beach!
Have fun at this stylish place. This unit is a 1-2 min. walk to a pristine Maine beach. Brand new renovation on entire apt. Yard space to relax in and your own grill to use. The kitchen is well stocked with cookware and the home feels comfortable and cozy. Full washer/dryer included. Parking on the premise available for 2 vehicles only. BR #1 - Queen, BR # 2,#3 two twins. Large kitchen. Excellent Wi-Fi. 4 additional units on the property for larger groups.

Coastal Modern Home By Woods, Near Portland
Our cozy guest house offers the best of all worlds. We have a rural, woodsy, secluded feel, but we're in close proximity to wonderful beaches, top restaurants, Portland, and other attractions by car, bike or jog. This cottage is situated on a five-acre, quiet, private, family-friendly property that backs up to the woods. The guest house itself is modern, spacious, open, and with many windows to the outside. We affirmatively welcome all. LGBTQ-friendly.

Sebago Lakehouse: Hot Tub and Private Beach Access
Lovely 3 bedroom/2 bathroom house in the woods with a Hot Tub and access to the private shared beach! Sebago Lake is a perfect family destination for swimming, boating, and fishing. It is ideally located for a day trip to Portland, Old Orchard Beach, Kennebunkport, or Freeport. Or stay home, enjoy the Lake or watch the stars from the Hot Tub. Close to grocery stores and restaurants. Lake and beach access is only a 5-minute walk.

Point Sebago Vacation Home
2 Bedroom, 2 Bath right inside the beautiful Point Sebago Resort ** Our Listing just moved from another rental site. Ask us about our 5-star reviews there! ** ** Point Sebago Resort charges a $10/pp per night Guest Registration Fee to participate in activities. Guest will send payment directly to the Resort along with a Guest Registration Form.
Popular amenities for Cumberland County vacation home rentals
Family-friendly vacation home rentals

Beautiful one bedroom cabin only 50 ft from beach4

Charming 5 bedroom Beach house Old Orchard Beach

Charming mountain retreat with endless views

A Commanding View of Town of Old Orchard Beach

Lakehouse Paradise - A Slice Of Sebago Lake

A Luxury Beach Stay near the beach!

Sebago Lakehouse: Hot Tub and Private Beach Access

Beachy 2 bedroom apartment in Kinney Shores
Vacation home rentals with a patio

Charming 5 bedroom Beach house Old Orchard Beach

Vacation Home within Point Sebago

Paradise Point on Panther Pond

Private Apartment Steps to Crystal Lake with Deck

Private Waterfront, fantastic views

Two Bedroom Apartment just steps from the beach.

6-bedroom home with association lake & ATV trails
Vacation home rentals with a washer and dryer

Point Sebago 2 bed 1.5 bath home. Sleeps 7

Heron's Perch on Peaks' Island

Cozy Coastal 1 Bedroom Vacation Home!

3 bedrooms, close to skiing and lakes.
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- Vacation home rentals Maine
- Vacation home rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Popham Beach State Park
- Pemaquid Beach
- Short Sands Beach
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Footbridge Beach
- Conway Scenic Railroad
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Diana's Baths
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