Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 344 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)

Dec 27 – Jan 3

$134 per night

Guest favorite

Guesthouse in Bath

5.0 out of 5 average rating, 111 reviews

Waterfront Sunrise Cove Cottage

Unwind and enjoy spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! Less than 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The cottage has a post-and-beam design, cozy furnishings, and expansive views across the field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river, and nights are full of stars. Best for 2 adults or a small family. Owners live on property with small dog.

Dec 20 – 27

$140 per night

Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 297 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.

Oct 29 – Nov 5

$89 per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 430 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

May 7 – 14

$118 per night

Guest favorite

Guest suite in Woolwich

4.92 out of 5 average rating, 187 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.

May 27 – Jun 3

$81 per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 327 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.

Dec 12 – 19

$144 per night

Guest favorite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

Aug 4 – 11

$108 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.

Nov 22 – 29

$102 per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 331 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.

Jan 8 – 15

$57 per night

Guest favorite

Guest suite in Bath

4.97 out of 5 average rating, 202 reviews

Historical Bath ME. Rated top 10 charming NE town.

Private entrance to second floor bedroom suite with private full bath & small snack station. No shared living space, completely private with limited amenities offered-please review. Quiet neighborhood within walking distance to historical downtown Bath for dining, entertainment and waterfront.

Oct 4 – 11

$119 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

$89 per night

Guest favorite

Home in Edgecomb

4.95 out of 5 average rating, 403 reviews

Sheepscot Harbour Cottage/waterview

Well maintained two bedroom (K&Q) cottage/wooden beams in Sheepscot Harbour Village community. Modern large kitchen/appliances/washer/dryer, 1.5 baths, living room/fireplace, covered/screened & open porches, gorgeous gardens, sunsets & yards to river

Mar 28 – Apr 4

$129 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westport vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westport's top sights

Coastal Maine Botanical Gardens163 locals recommend

Montsweag Farm Restaurant18 locals recommend

Monkey C Monkey Do11 locals recommend

Wiscasset Antiques Mall7 locals recommend

Boothbay Region Land Trust23 locals recommend

Porters Preserve11 locals recommend

Other great vacation rentals in Westport

Guest favorite

Guesthouse in Boothbay Harbor

5.0 out of 5 average rating, 225 reviews

The Sparrow’s Nest Charming Country Cottage

Oct 14 – 21

$376 per night

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 22 – 29

$140 per night

Guest favorite

Treehouse in Georgetown

4.98 out of 5 average rating, 402 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Dec 14 – 21

$295 per night

Guest favorite

Apartment in Woolwich

5.0 out of 5 average rating, 26 reviews

Cozy, MidCoast Apartment

Mar 20 – 27

$113 per night

Guest favorite

Apartment in Bath

4.97 out of 5 average rating, 33 reviews

1820s Maine Cottage with Garden

Aug 13 – 20

$114 per night

Guest favorite

Home in Edgecomb

4.93 out of 5 average rating, 43 reviews

Merryhaven- Edgecomb/Boothbay/Damariscotta

May 20 – 27

$94 per night

Guest favorite

Apartment in Wiscasset

5.0 out of 5 average rating, 41 reviews

Bright apt on quiet Westport Isle with river view

Dec 4 – 11

$157 per night

Guest favorite

Apartment in Boothbay Harbor

5.0 out of 5 average rating, 60 reviews

Harbor for Two

Oct 28 – Nov 4

$120 per night

Show all

Quick stats about vacation rentals in Westport

Total rentals
60 properties
Wifi availability
60 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.7K reviews

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 cottage rentals in Westport have free parking?
Absolutely! We offer over 10 cottage 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 house rentals in Westport have wifi?
Absolutely! We offer over 30 house 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 40 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.

Vacation rentals in Westport

Top-rated vacation rentals in Westport

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Westport vacation rentals

Stay near Westport's top sights

Other great vacation rentals in Westport

Guesthouse in Boothbay Harbor

Cottage in Topsham

Treehouse in Georgetown

Apartment in Woolwich

Apartment in Bath

Home in Edgecomb

Apartment in Wiscasset

Apartment in Boothbay Harbor

Quick stats about vacation rentals in Westport

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Westport have a kitchen?

Do cottage rentals in Westport have free parking?

Are there pet-friendly vacation rentals in Westport?

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

Do house rentals in Westport have wifi?

Are there vacation rentals with a dedicated workspace in Westport?

Are there family-friendly vacation rentals in Westport?

Do house rentals in Westport have air conditioning?

Destinations to explore