Beach house holiday rentals in Westbrook

Top Deck - Portland Property with Views!

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10 – 12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

Booking Now: Year-Round Peaceful Island Getaway

*Quiet and Peaceful *Easy Portland Access *Sparkling Bathroom Remote Downeast island experience just two hours from Boston ... Renovated home in the tranquil Tolman Heights section of Peaks (the island’s highest point) offers a modern kitchen and sparkling new bathroom. Sleeps 6-plus comfortably in bedrooms all equipped with ceiling fans. Spacious home is a short stroll to the Back Shore, with its dramatic views of Casco Bay and the open ocean. Great biking, hiking, swimming, and kayaking.

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Entire House in Portland!

This is the premier house for your visit to Portland. There are 7+ bedrooms for everyone to enjoy their privacy, then gather together in the open-concept kitchen, living and dining room. Take advantage of the summer weather on the deck with a grill and additional seating. We have high-speed internet, cable, and bonus hang out spaces for your entertainment at the house, and are just minutes to Portland's renowned breweries and downtown restaurants. Note, parties and events are not allowed.

New build with hot tub in Old Orchard Beach

New home built in 2023- walkable to Old Orchard Beach! Two queen bedrooms with their own temperature controls. The master has a private balcony. One and a half bathrooms- modern, with clean lines and minimalist design. Includes plenty of closet space, a stocked kitchen, dishwasher, front load washer and dryer, high speed internet, 55" Roku TV, and fenced in backyard area with a private hot tub, large grill, outdoor dining table, fire pit, and loungers to enjoy Maine starry nights!

Kelley's Ocean View Cottage

PLEASE READ CAREFULLY!! Rustic Quaint cottage that's been in my family since 1893.Bathroom pre dates indoor plumbing. The Bathroom is very tight and small, not the best for larger folks...This is not a 5 star resort! if that is your thing this is not for you! History and Nature it is! Ocean views on a mile around Island with spectacular night views of Portland and the stars with no light pollution and preserve is right down the street. 20 min to Freeport 20 min to Portland

Modern & Sunny East End House. Private Parking!

This modern single-family home is just steps away from Portland's Eastern Promenade with its glorious views of Casco Bay and the islands. Many of the city's best restaurants, cafes, breweries & distilleries are all within a few blocks from the house. Park your car in the private parking spot behind the house and forget about it for a while and enjoy the city!

Oceanside Escape ◆ Perfect family Getaway!

Our family home in Falmouth Foreside is nestled in an oceanside neighborhood 2.5 miles from downtown Portland and < 1 mile from Mackworth Island. The house is a half block from the mouth of the Presumpscot River--where the river meets Caco Bay--with water views from west-facing windows. Enjoy a private backyard, offstreet parking, a gorgeous office and more.

Beautiful Coastal Maine Getaway

Set back among backdrop of tall pines on Maine's coast is our immaculately clean, and very private 4 bedroom, 2 bath home in Yarmouth. Quiet and secluded, and perfectly located between Portland and Freeport, it's an amazing place to decompress with family and friends. Our home comes complete with absolutely everything you need to enjoy your stay!