Photo by Vicky Lozano

Holiday Rentals in Wiscasset

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Wiscasset

DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

10.0 out of 10, Exceptional, (80)
"Our family decided on an impromptu trip to Maine for a weekend stay. It included me, my husband, our three children (18,18 and 12) and our two dogs. There was more than enough space for everyone and it was probably the most well stocked home including everything we needed or wanted. We loved the open concept first floor with the spectacular views of the river. The basement was cozy and the kids enjoyed hanging out down there. The beds were comfortable and the fireplace and pellet stove made it...
DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (33)
"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "
Make Shimmering River Retreat your Maine Coastal getaway!

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (44)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

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

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We had a peaceful time at this home. It served as a home base for exploring. When my daughter left her most priced possession, her stuffed otter, the lovely hosts found it and shipped it back to us. We're so grateful for the thoughtfulness. "
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "
Oceanfront Cabin-Castle in Maine Woods

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance

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

Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

10.0 out of 10, Exceptional, (9)
"This is a charming log cabin in an historic log cabin development minutes from town, grocery shopping and within walking distance to a lovely park (Barrett). The "great room" has a wonderful fireplace, high ceilings, and comfortable couches and chairs. The large deck facing the water is beautiful, offering a spectacular view of Lewes Cove in Linekin Bay. You can hear loons, watch cormorants fishing and drying their wings on lobster trap platforms, and see bald eagles fly by and roost in nearby...
Waterfront Log Cabin Private Community Beach. CLOSEST TO TOWN less 10 min walk!

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Betty's Place - Cozy ocean front getaway , Relax, Reconnect and Recharge on the Maine Coast

9.6 out of 10, Exceptional, (18)
"The cabin was clean and neat. We found it to be as advertised. It’s proximity to the ocean can’t be beat. "
Betty's Place - Cozy ocean front getaway , Relax, Reconnect and Recharge on the Maine Coast

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
Beautiful House just a step from ocean

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 €358
includes taxes & fees
17 Mar - 18 Mar
Full sized home

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

9.2 out of 10, Wonderful, (83)
"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

Multi-unit with oar & boat house with private dock & kayaks

9.0 out of 10, Wonderful, (22)
"Stayed for a week. You can’t beat the location! Fabulous spot with a dock and deck right on the Harbor. 5 min walk into town. The property is a great set up if you’ve got a large party. We were 10 and it was perfect. There are a few things that need some work… Only one bathroom had a bathmat and the 2nd floor shower in the main house is difficult to navigate without drenching the floor with its multitude of curtains and no shelf or hanging caddy to put soap and shampoo. The bedrooms, including...
Multi-unit with oar & boat house with private dock & kayaks

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

Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

8.4 out of 10, Very good, (23)
"Spacious house with nice views."
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas

Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill

9.0 out of 10, Wonderful, (22)
"We so enjoyed the house, but the view stole the show! Needs a bit of a glam up in the furniture department but everything was comfortable and clean. The property is lovely and we enjoyed the piano! We will be back for sure."
Private Oceanfront Home on 10 Acres -- 2 Fireplaces, 4 Decks & Grill
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.
Don't see what you're looking for?
See all available properties in Wiscasset
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Wiscasset you may be interested in

DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

10.0 out of 10, Exceptional, (80)
"Our family decided on an impromptu trip to Maine for a weekend stay. It included me, my husband, our three children (18,18 and 12) and our two dogs. There was more than enough space for everyone and it was probably the most well stocked home including everything we needed or wanted. We loved the open concept first floor with the spectacular views of the river. The basement was cozy and the kids enjoyed hanging out down there. The beds were comfortable and the fireplace and pellet stove made it...
DISCOUNT WINTER RATES!! Private Coastal Log Cabin with view of the Maine Coast.

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (33)
"Our group used both the main house and the cottage. Both had been cleaned prior to our arrival and the property was very nice. The pool was completely green and had not been taken care of. Luckily weI have a pool and we were able to "
Make Shimmering River Retreat your Maine Coastal getaway!

Senator Inn & Spa

3.0 star property
7.8 out of 10, Good, (1003)
"It was a pretty cold winter night in Maine. It took forever, like early morning, before the room got nice and warm. I was not cold in bed, under the covers, but I was pretty quick when I got up to visit the bathroom.... But I loved our stay anyway!"
The price is €153
includes taxes & fees
18 Feb - 19 Feb
Senator Inn & Spa
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?

Make Shimmering River Retreat your Maine Coastal getaway!: This highly rated holiday home rental in Wiscasset is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Wiscasset?

With 29 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.