Holiday Homes in Cumberland County

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!

Point Paratus Pine Point; Kid, Dog & EV Friendly

Come visit Pine Point! This beach house is steps away from the ocean for swimming, marsh for kayaking, and many seasonal restaurants. It is an ideal vacation location; set up well for multiple families with a separate "kid zone" complete with beds, tv and games. Dogs will also want to tag along to enjoy the fenced in yard and morning beach walks. Short trolley to Old Orchard Beach and a 20 minute drive to Portland’s airport, restaurants, and breweries. Fully stocked kitchen & outdoor shower.

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!

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.

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.

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.

Cozy Coastal 1 Bedroom Vacation Home!

Come relax at this cozy spot that has a pull-out couch that can sleep another two to three guests. Private entrance with parking for two cars and backyard with propane grill. Five minute walk to the restaurants downtown, five minute drive to the beach and walking trails, and 20 minutes from Portland. Dog are welcome, with a fee. Owner occupied duplex, we are available and happy to help make your stay more pleasant!!

Private Apartment Steps to Crystal Lake with Deck

Bright, sunny second floor apartment one block from Crystal Lake Beach on a quiet street right in Harrison Village. Enjoy sunsets on your private deck, walk two blocks into town, or three blocks to Long Lake Park. Perfect for a couple or solo traveler and the (new) pullout sofa can accommodate a third. Beautiful back deck with southern and western exposure. Full kitchen, small propane grill, TV & high speed internet.