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Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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

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Guesthouse in South Bristol

4.98 out of 5 average rating, 379 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)

Guesthouse in Bath

5 out of 5 average rating, 127 reviews

Waterfront Sunrise Cove Cottage

Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Not recommended for those with mobility issues. Owners live on property with small dog. Best for 2 adults.

Rental unit in Edgecomb

4.91 out of 5 average rating, 322 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

Guest suite in Woolwich

4.92 out of 5 average rating, 202 reviews

Private Guest Apartment with separate entrance.

Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking, comfortable queen bedroom, Wifi; fully equipped kitchenette; spacious bathroom with large jacuzzi tub and separate walk-in shower. Roomy sitting/dining area opens out onto deck with Adirondack chairs; table and grill. Large smart TV. Fast Wi-Fi. Firepit.

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 374 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Home in Bath

4.9 out of 5 average rating, 319 reviews

Gorgeous Winter Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Treehouse in Georgetown

4.98 out of 5 average rating, 423 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).

Cottage in Edgecomb

4.97 out of 5 average rating, 232 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Guesthouse in Brunswick

4.94 out of 5 average rating, 127 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head and stocked with Aesop products for your use! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Guest suite in Boothbay

4.95 out of 5 average rating, 117 reviews

Linekin Guest Suite

Tucked away guest studio attached to main home that you will have all to yourself with basic amenities and a sky lighted bathroom. A few minutes to Ocean Point and hiking trails and less than 10 minutes to Boothbay Harbor. **Please note there are stairs that need to be climbed on the front deck in order to access the property. Use the directions provided as your GPS sometimes puts you in a circle around Boothbay!

Guesthouse in Boothbay Harbor

5 out of 5 average rating, 249 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Home in Lisbon

4.93 out of 5 average rating, 389 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.

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Popular amenities for Westport vacation rentals

Free parking on premises

Air conditioning

Stay near Westport's top sights

Coastal Maine Botanical Gardens162 locals recommend

Robinson's Wharf38 locals recommend

Maine State Aquarium32 locals recommend

Boothbay Region Land Trust23 locals recommend

Montsweag Farm Restaurant18 locals recommend

Trevett Country Store18 locals recommend

Other great vacation rentals in Westport

Rental unit in Bath

4.99 out of 5 average rating, 76 reviews

Wabi Sabi

Tiny home in Wiscasset

4.91 out of 5 average rating, 44 reviews

Tiny A-Frame Romantic Getaway

Guest suite in Wiscasset

5 out of 5 average rating, 27 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Guesthouse in Newcastle

4.98 out of 5 average rating, 88 reviews

Modern Hillside 1 BR near Damariscotta/Newcastle

Rental unit in Boothbay Harbor

5 out of 5 average rating, 88 reviews

Harbor for Two

Home in Bath

4.98 out of 5 average rating, 40 reviews

Little Cottage on the Kennebec

Cabin in Georgetown

4.82 out of 5 average rating, 96 reviews

Cozy log cabin on private pond, near Reid St Park!

Guesthouse in Georgetown

4.94 out of 5 average rating, 33 reviews

The Beach Pea

Quick stats about vacation rentals in Westport

Total rentals
70 properties
Total number of reviews
2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi

Frequently Asked Questions

Do house rentals in Westport have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Westport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport have free parking?
Absolutely! We offer over 30 house rentals with free parking in Westport. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Westport?
Four-legged friends are welcome in Westport. Choose from more than 10 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Westport?
Experience the best of Westport with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Westport have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Westport. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Westport?
Yes! Work meets play with ease at over 30 vacation rentals in Westport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Westport?
Westport has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Westport have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Westport. Enjoy a tailored experience with all the comforts you desire.

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