Holiday rentals in Cushing

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Top-rated holiday rentals in Cushing

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of the cottage features a light gray shingle facade, complemented by white trim around the windows and front door. A set of three windows with flower boxes is situated on each side of the door. A welcoming porch leads to the entrance.
Home in Rockland
4.94 out of 5 average rating, 416 reviews

Downtown-Walk to All Things Rockland

Cute, convenient, and clean recently renovated 1930’s cottage has two bedrooms, sleeps 4, a private backyard, and is within walking distance to downtown, restaurants, nightlife, co-op & supermarket, museums, shops, art galleries, Harbor Park, ferry and the waterfront. Enjoy off-street parking and an ocean view with the sun glistening off the harbor at the end of the street. This is a perfect home-base for a coastal Maine vacation and festivals. Discounts offered for weekly and monthly stays!

Top guest favourite
Guest house in Cushing
4.97 out of 5 average rating, 113 reviews

Look! River Run Cottage on tidal salt waterfront

Maine the way life should be is not just an expression at River Run its a way of life. Located in Andrew Wyeth country (town of Cushing, Maine) River Run is a recently renovated 600 square ft cottage 75 ft off the St George river. It sits on 260 feet of privately owned tidal salt water river frontage just miles upriver from the Atlantic Ocean. Great for a romantic get away or to reconnect and recharge. Spend your time on the shore or sight seeing in the near by towns of Rockland and Camden

Top guest favourite
The cabin, designed with a modern aesthetic, features dark exterior walls and large circular windows. A cozy seating area is visible through the glass doors, which are framed by lush greenery and natural landscaping, inviting relaxation in a serene environment.
Cabin in Georgetown
4.99 out of 5 average rating, 211 reviews

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit

Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

Top guest favourite
Home in Newcastle
4.99 out of 5 average rating, 198 reviews

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Waterfront Retreat with Gorgeous Views Stunning 3-bedroom, 2-bath home perfect for multi-generational gatherings. Features an open-concept layout, chef’s kitchen, 1st-floor bedroom and bath, 2nd floor with 2 bedrooms and 1 bath. Kayak from your backyard, hike nearby trails, or swim in Damariscotta Lake just a 5-minute walk away. Stay connected with high-speed fiber optic WiFi. Close to charming Newcastle and Damariscotta shops and restaurants. A true oasis for nature and relaxation lovers!

Top guest favourite
A wooden dock extends into calm water, reflecting the clear blue sky and surrounding greenery. Trees line the shore, creating a serene backdrop for peaceful moments by the water.
Home in Friendship
4.96 out of 5 average rating, 118 reviews

Maine Waterfront Hideaway

You won't find mobs of tourists here but you will experience a working lobstering village in Maine. Sit back, relax and enjoy the quiet and privacy of 2+ acres at the end of a dirt road with a huge dock located on a tidal cove. Great for family reunions with lots of space and activities for folks of all ages. We focus on making the house comfortable and don't want you to worry about the little things like feet on the couch, water rings on the table or a broken glass. Life happens :-)

Top guest favourite
Two adirondack chairs are positioned by the water's edge, framed by lush greenery. The tranquil cove reflects the blue sky and surrounding trees, creating a natural backdrop for relaxation. The scene captures a peaceful moment in a private outdoor setting.
Guest house in Cushing
5 out of 5 average rating, 51 reviews

The "Fish House": Salt Water Cove Carriage House

The Fish House is a separate building adjacent to our home on 3 1/2 private acres in a peaceful, private HOA neighborhood, with paved road and cable utilities. Wildlife abounds with foxes, osprey, great blue herons, bald eagles and seals. We have several gardens with flowering plants, blueberries, vegetables and herbs that we share with guests throughout the growing season. We're an hour and a half north of Portland and within a half hour of the best restaurants in the midcoast area!

Top guest favourite
Home in Cushing
5 out of 5 average rating, 12 reviews

Family-Friendly Retreat: Stella House, Cushing, ME

Welcome to Stella House, a charming two-bedroom home nestled on a peaceful cove in Cushing, Maine and 13 minute drive from Rockland. With thoughtful amenities for families, relaxing spaces, and a beautiful outdoor setting, Stella House is the perfect base for exploring MidCoast Maine. Stella House was built 5 years ago, only this year available to rent. Cozy and peaceful, you can now enjoy the house with your loved ones, soak in the hot tub, read by the fire or tan on the deck.

Guest favourite
A spacious living area features large windows allowing views of the water. A comfortable sectional sofa, accented with decorative pillows, is positioned across from a black television stand and a coffee table. Sunlight fills the room, creating a bright and inviting space.
Home in Cushing
4.92 out of 5 average rating, 171 reviews

Dockside Retreat - Summer Filling Fast

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Top guest favourite
An open-concept great room features high wooden ceilings with exposed beams. Large windows provide ample natural light and views of the surroundings. A comfortable seating area includes a sofa and coffee table, while a dining space with chairs is positioned near the kitchen.
Cottage in South Thomaston
4.96 out of 5 average rating, 203 reviews

Timeless Tides Cottage

This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

Top guest favourite
A private therapeutic hot tub is situated on a spacious deck, surrounded by lush trees and a serene natural landscape. Nearby, a gas grill is positioned for outdoor cooking, complementing the tranquil ambiance of the outdoor space.
Yurt in Appleton
4.95 out of 5 average rating, 371 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top guest favourite
The cabin is nestled among trees, surrounded by a lush green yard. Its dark exterior features a sloped roof and large windows, with warm light emanating from within, creating a welcoming ambiance as the sun sets.
Tiny home in Freeport
4.99 out of 5 average rating, 371 reviews

Cozy Rock Cabin #thewaylifeshouldbe

*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!

Top guest favourite
The exterior of the house showcases a two-story structure with weathered gray siding. A fenced yard features stone pathways leading to a private entrance, while flower beds add subtle color. Surrounding foliage provides a natural backdrop to the home, enhancing privacy.
Guest suite in St. George
4.95 out of 5 average rating, 128 reviews

Between the Woods and the Water

"Between the Woods and the Water" is located half way from Port Clyde to Tenants Harbor, Maine. These two lobster fishing villages, on the St. George peninsula of Maine, feature a town beach, Marshall Point Light House, and quick access to the ferry to Monhegan Island.

Popular amenities for Cushing holiday rentals

When is the best time to visit Cushing?

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Avg. price$321 SGD$298 SGD$314 SGD$240 SGD$314 SGD$314 SGD$303 SGD$340 SGD$285 SGD$296 SGD$305 SGD$321 SGD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Cushing?

    Cushing has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Cushing?

    Experience the best of Cushing with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Cushing?

    Four-legged friends are welcome in Cushing. Choose from more than 30 vacation rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 50 vacation rentals in Cushing featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Cushing have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Cushing. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Cushing have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Cushing. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Cushing have wifi?

    Absolutely! We offer over 20 cottage rentals with wifi in Cushing. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Cushing have free parking?

    Absolutely! We offer over 20 cottage rentals with free parking in Cushing. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Cushing

  • Total holiday rentals

    Explore 110 holiday rentals in Cushing

  • Nightly prices starting at

    Cushing holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    110 of Cushing holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cushing rentals

  • 4.9 Average rating

    Cushing stays are highly rated by guests – averaging 4.9 out of 5!

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