Photo by Vicky Lozano

Holiday Rentals in Wiscasset

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Holiday Rentals in Wiscasset

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views

Riverfront condo w/ deck overlooking the water - steps to dining & shopping

9.0 out of 10, Wonderful, (41)
"Overall it was great for the money!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.4 out of 10, Exceptional, (43)
"Lovely home. Rooms modern and large, lots of toiletries provided. One small issue would be that the hot water takes a very long time to heat up. Loved the doggie poop station!!"
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

9.8 out of 10, Exceptional, (17)
"This is a small backyard apartment a block away from downtown Wiscasset. The house met our needs. The bed was comfortable. The kitchen was small but with enough equipment to prepare simple meals. The house was in walking distance of shops and restaurants in Wiscasset. There was a grill and patio for those who wanted to cook outside. The was a washer and dryer available. "
Dog-friendly historic cottage with deck, grill, kitchenette, & washer/dryer

Luxury, family friendly home, with views, privacy and access to Maine's best!

10.0 out of 10, Exceptional, (4)
"If you are looking for a large property to share with a large family or group of friends, the White House is perfect. The location is great and the views from the deck and yard are fantastic. The large rolling lawn is beautiful. Pool was a great added asset. The house itself is highly functional for a group of 12. We hosted a family reunion there, with other family members staying in the vicinity. This house with its swimming pool, beautiful great room and a very large, separate rec room were...
Luxury, family friendly home, with views, privacy and access to Maine's best!

Hidden Gem on Westport Island

10.0 out of 10, Exceptional, (101)
"Our stay at this home in October 2024 was wonderful. The view overlooking the Sheepscot river was amazing!"
Hidden Gem on Westport Island

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (97)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance

East Boothbay Waterfront One room Condo.Waterview from in side this room

9.8 out of 10, Exceptional, (127)
"perfect love to be back next year"
East Boothbay Waterfront One room Condo.Waterview from in side this room

Amazing riverfront home with private deck, views, private dock, & fireplace

9.4 out of 10, Exceptional, (40)
"Beautiful place! Perfect fit for us"
Amazing riverfront home with private deck, views, private dock, & fireplace

Slow Down & Go Back in Time-Relax Completely in Our Maine Home

9.6 out of 10, Exceptional, (67)
"I enjoyed my stay over Thanksgiving weekend at Martha's New Harbor, Maine home. It's charming with lots of attractive features. My favorite was the fireplace in the living room which I used all three nights. Thanks, Keith"
Slow Down & Go Back in Time-Relax Completely in Our Maine Home

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

8.2 out of 10, Very good, (29)
"The house is beautiful, comfortable and was pristine when we checked in. Decks and screened porch are wonderful. The kids loved the 3rd floor bedroom space, and it was fabulous being so close to Popham Beach. Definitely recommend. Kitchen on 2nd floor ... so have some strong helpers to bring in groceries ;)"
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (81)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (38)
"I had an excellent visit. The kitchen was well stocked with utensils and small appliances. Everything was super clean; magazines and books were available (as well as good WiFi). I never turned the tv on as the view was spectacular. I wasn’t able to have an outdoor fire due to weather but everything was great. I hope to return. I look forward to doing more exploring as the area is beautiful. Also, very responsive with owners live next door. Thanks for offering up this quant little cabin for...
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

8.8 out of 10, Excellent, (35)
"Our party of 8 enjoyed our stay. The house is well equipped and stocked to get you started. Conveniently located to town and the Botanical Gardens. Plenty of outside space for kids to run around and play. It has a beautiful view of the cove but is very rocky. This didn't stop us from hunting hermit crabs and catching fish. The house is old but that gives it the Maine charm. "
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.0 out of 10, Very good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Full sized home

9.6 out of 10, Exceptional, (24)
"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."
The price is €368
includes taxes & fees
25 Dec - 26 Dec
Full sized home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Wiscasset you may be interested in

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views

Riverfront condo w/ deck overlooking the water - steps to dining & shopping

9.0 out of 10, Wonderful, (41)
"Overall it was great for the money!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Are there holiday rentals in Wiscasset?

Yes, there are holiday rentals close to the most popular sights in Wiscasset, or you can select a more secluded option if you're looking for a relaxing stay. Wiscasset is known for its forests and waterfront. Make sure you have time to check out the seafood restaurants while you're in the area.

What are some of the best holiday rentals that Wiscasset has to offer?

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces: This highly rated holiday home rental in Wiscasset is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Wiscasset?

With 25 Expedia holiday rentals, you're guaranteed to find just the right place for your Wiscasset stay.

What’s there to see and do in Wiscasset?

Long Ledge and Brooks Point are a couple of scenic spots to enjoy the outdoors, whereas Lincoln County Jail Museum is one of the cultural attractions. While here, Castle Tucker and Monkey C Monkey Do are other places worth a visit.

What’s a holiday rental in Wiscasset like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiscasset. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.