Vacation rentals in Cushing

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Top-rated vacation rentals in Cushing

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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Mar 27 – Apr 3

G$32,231 GYD per night

Guest favorite

Guest suite in Thomaston

4.86 out of 5 average rating, 111 reviews

Private Top Floor Waterfront Apartment

Welcome to Gabriel's Anchor! 10 min walk to Main St, 10 min drive to Rockland, 2 min walk to public overlook, across the street from the lively Slipway Restaurant, on the waterfront. Gabriel's Anchor is great for couples, families, and solo adventurers looking to stay in the heart of the wonderful coastal Thomaston, Maine. 2 bdrm/1bath. 1 king bed & 1 double. kitchenette has a stovetop, fridge (no freezer, but feel free to use ours if needed), cooking utensils, dishes, coffee maker & coffee.

May 30 – Jun 6

G$19,345 GYD per night

Guest favorite

Apartment in Nobleboro

4.89 out of 5 average rating, 137 reviews

Finding Joy

This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Sep 9 – 16

G$22,498 GYD per night

Guest favorite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Our cottage is meant to be both contemporary and rustic. It is where we go to get away from the hustle and bustle of the modern world and slow down. There is no TV or internet, even our phone is an old rotary one. You will see that we have a good radio, and games and books to read, and plenty of things to do outside. We hope you will take the time at our cottage to comfortably reconnect with yourself, and each other, while enjoying what Maine is renowned for, our quality of life

Sep 23 – 30

G$28,647 GYD per night

Guest favorite

Guesthouse in Rockland

4.88 out of 5 average rating, 315 reviews

Sweet Willow Suite, Rockland, private 1st floor

1-bdrm apartment in stand alone building. Light-filled open area, queen bed, full bath with walk-in shower. Located on a quiet street 1.5 blocks from Main St., restaurants & pubs, thriving arts community, and bus and ferry terminals. Suite includes many safety features. Host is hands-on, will greet you at check-in, then respect your privacy. If you are looking for a totally anonymous experience, this is not it. Licensed with the City of Rockland #STR24-7.

Oct 18 – 25

G$28,133 GYD per night

Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Dec 9 – 16

G$31,484 GYD per night

Guest favorite

Cottage in Cushing

4.92 out of 5 average rating, 65 reviews

Tall Spruce Cottage

Comfortable cottage in the rural town of Cushing, known for its natural beauty that inspired many of Andrew Wyeth's work including "Christina's World" and the Olson house. The cottage is on the same property as my home. The cottage is a one bedroom space with a full kitchen and bathroom. There is also a woodstove if needed during the colder months. Laundry is available downstairs. A child's bed is also available.

May 31 – Jun 7

G$34,826 GYD per night

Guest favorite

Guest suite in Rockland

4.98 out of 5 average rating, 348 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes gets you to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOGS

Oct 9 – 16

G$20,496 GYD per night

Guest favorite

Home in Cushing

4.91 out of 5 average rating, 138 reviews

Quiet getaway @ Krafter's Junction at Bearcub Pond

Bright/light filled open floor plan 9 year old studio space. This is the perfect place to escape the hustle & bustle of a busy life. Relax on the deck and enjoy an ocean breeze. A short drive to Route 1 allows you to enjoy day trips up & down the coastline. This is a "working studio"... classes are held here when not rented, so there may be paint or glitter remnants I miss occasionally.

Jun 24 – Jul 1

G$40,881 GYD per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 254 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

Dec 7 – 14

G$24,486 GYD per night

Guest favorite

Place to stay in Owls Head

4.98 out of 5 average rating, 162 reviews

A comforting sweet off grid cabin near the beach!

Get away from it all when you stay at our sweet little off grid cabin in the woods. A place where sleep and peace meet! Surrounded by 15 acres of woods and fields and within walking distance to Birch Point State Park, you'll have a perfect little getaway - all while being only a few minutes away from Rockland.

Apr 16 – 23

G$30,016 GYD per night

Guest favorite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

Sep 23 – 30

G$21,261 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cushing vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Cushing's top sights

Monhegan Boat Line13 locals recommend

Drift Inn Beach12 locals recommend

The Happy Clam15 locals recommend

The Dip Net Restaurant19 locals recommend

East Wind Inn6 locals recommend

The Black Harpoon12 locals recommend

Other great vacation rentals in Cushing

Guest favorite

Guest suite in Round Pond

4.79 out of 5 average rating, 107 reviews

Round Pond Crows Nest Brand new and ready for you!

Mar 11 – 18

G$19,266 GYD per night

Guest favorite

Home in Cushing

4.97 out of 5 average rating, 90 reviews

Dockside Retreat - book your next getaway now

Mar 14 – 21

G$71,999 GYD per night

Guest favorite

Guesthouse in Cushing

4.97 out of 5 average rating, 74 reviews

Look! River Run Cottage on tidal salt waterfront

Aug 10 – 17

G$50,272 GYD per night

Guest favorite

Cottage in Cushing

4.92 out of 5 average rating, 72 reviews

Cozy Cove Side Cottage.

Feb 21 – 28

G$49,980 GYD per night

Guest favorite

Home in Cushing

4.98 out of 5 average rating, 47 reviews

River Watch House

Dec 10 – 17

G$44,994 GYD per night

Guest favorite

Home in Waldoboro

4.98 out of 5 average rating, 64 reviews

1830s Cape hosted by George & Paul

Jan 6 – 13

G$20,528 GYD per night

Guest favorite

Guesthouse in St. George

4.94 out of 5 average rating, 36 reviews

Timber frame studio on the ocean

Sep 27 – Oct 4

G$49,587 GYD per night

Guest favorite

Apartment in Waldoboro

4.97 out of 5 average rating, 86 reviews

Studio Apartment with Kitchen

Sep 7 – 14

G$20,827 GYD per night

Show all

Quick stats about vacation rentals in Cushing

Total rentals
140 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
3.6K reviews
Nightly prices starting at
G$4,171 GYD before taxes and fees

Frequently Asked Questions

Do cabin rentals in Cushing have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Cushing. Enjoy a tailored experience with all the comforts you desire.
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.
What are the most popular amenities for House Rentals in Cushing?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 50 homes with wireless internet, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Cushing?
Yes! Work meets play with ease at over 60 vacation rentals in Cushing featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Cushing?
Cushing has more than 80 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 $110 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 50 vacation rentals for guests traveling with pets.
Do hotel rentals in Cushing have wireless internet?
Absolutely! We offer over 20 hotel rentals with wireless internet in Cushing. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Cushing

Top-rated vacation rentals in Cushing

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Cushing vacation rentals

Stay near Cushing's top sights

Other great vacation rentals in Cushing

Guest suite in Round Pond

Home in Cushing

Guesthouse in Cushing

Cottage in Cushing

Home in Cushing

Home in Waldoboro

Guesthouse in St. George

Apartment in Waldoboro

Quick stats about vacation rentals in Cushing

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do cabin rentals in Cushing have a bbq area?

Do house rentals in Cushing have air conditioning?

What are the most popular amenities for House Rentals in Cushing?

Are there vacation rentals with a dedicated workspace in Cushing?

Are there family-friendly vacation rentals in Cushing?

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

Are there pet-friendly vacation rentals in Cushing?

Do hotel rentals in Cushing have wireless internet?

Destinations to explore