Photo by Stephanie Dragoon

Jefferson Holiday Rentals

  • 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Jefferson

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Fridge, microwave, oven, stovetop

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.0 out of 10, Wonderful, (18)
"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Trade Winds on the Bay
Reception

Trade Winds on the Bay

3.5 star property
8.0 out of 10, Very good, (139)
"Quiet, clean, comfortable overnight stay convenient to additional destinations"
The price is AU$149
includes taxes & fees
3 Dec - 4 Dec
Trade Winds on the Bay
Cozy Cabin By The Pond, Sleeps 2
Exterior

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (156)
"Very clean and well appointed cabin. Hosts very friendly and helpful. For longer stays it would be nice to have a TV in the unit"
The price is AU$308
includes taxes & fees
3 Dec - 4 Dec
Cozy Cabin By The Pond, Sleeps 2
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace

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
Interior

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

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/
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Fridge, microwave, oven, stovetop

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
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
Fridge, microwave, oven, stovetop

Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D

9.8 out of 10, Exceptional, (58)
"Had an amazing stay at this charmer on the coast! Very clean, comfortable, and well cared for. Spent many hours just watching the ducks and birds enjoying the treats that come and go as the tides change. Great jumping off point to enjoy the beautiful coast of Maine! The only drawback is that the road is incredibly close to the house and the traffic noise is impossible to drown out, especially when trying to sleep in the second bedroom. Not ideal, but we would definitely return! "
Dazzling ocean-view house with fireplace, deck, firepit, central AC, & W/D
A Charming Waterfront Cottage with Touches of Elegance
Miscellaneous

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (96)
"Beautiful cottage with an amazing view of the bay. Great porch where we spent most of our time. Very convenient to Damariscotta. Great setting for two couples. "
A Charming Waterfront Cottage with Touches of Elegance
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

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
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
TV, fireplace, books, stereo

Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe

9.4 out of 10, Exceptional, (30)
"This house was amazing. It was way better than we expected after looking through the pictures online. The outdoor space and the house itself are beautiful and the pictures do it zero justice. We were worried at first about the lack of AC, but the house cooled right down once we opened the windows let the air in. I highly recommend this place if you’re looking to visit Boothbay. It was so close to the main area, but you couldn’t even tell- it felt like you were immersed in nature."
Appalachee Pond Waterfront Cottage | Decks, Sunroom, Dock with Kayaks & Canoe
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
On the beach, sun-loungers

Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach

9.8 out of 10, Exceptional, (108)
"A beautiful location, just a short distance from so many things. Our plan was to rest and relax, we couldn't have asked for a better place to do that. Just watching the tide come in and go out each day with lovely Fall views was perfect! Alex and Siobhan were fabulous hosts with great suggestions. Thank you!"
Oceanfront,Unobstructed Views Private Onsite ocean access to a small sandy beach
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Terrace/patio

‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore

9.6 out of 10, Exceptional, (41)
"Everything was as expected or better. Great directions made it easy to find. Place was well stocked, super clean, very comfortable. Neighborhood is great. And when I needed something, the property manager jumped to help at record speed. Will definitely go back. :-)"
‘Paul’s Cottage’ in Tenants Harbor, 1 Min to Shore
Century-old oceanfront home with wraparound porch - walk downtown, dogs OK
Outdoor dining

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
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
On the beach, sun-loungers

Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views

10.0 out of 10, Exceptional, (109)
"I was traveling with my 4 sisters. We enjoyed our stay very much. Hosts were very helpful with technical things and recommendations for places to eat and things to do. The cove on the ocean is great for sunrises and peaceful mornings. Beds were comfortable, Great place to wind down after a busy day!"
Oceanfront Private Ocean Access to a small sandy beach Unobstructed Water Views
Expansive Modern Home w/ Ocean View, Gorgeous Garden & Multiple Sitting Areas
Exterior

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
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards
Property grounds

Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

9.8 out of 10, Exceptional, (24)
"Roxie was a cozy tiny cabin! It was absolutely perfect for the one night passing through with the dog. My only regret was not having more time to make it a longer stay. The cabin has everything you need for a stay! The wood stove did a great job heating it, and it stayed pretty warm all night. GPS took me right there, no issue finding the road. And while no WiFi, cell service was fine and could stream playoff baseball before bed. Would 10/10 stay again and for longer if back in the area! "
The price is AU$246
includes taxes & fees
3 Dec - 4 Dec
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Dining

Lakefront cottage with dock, screened porch, & Island in Biscay Pond

8.6 out of 10, Excellent, (19)
"This is the perfect Maine camp! Clean, comfortable and cute."
Lakefront cottage with dock, screened porch, & Island in Biscay Pond
Sunset Chalet- Stylish Waterfront Gem
Dining

Sunset Chalet- Stylish Waterfront Gem

10.0 out of 10, Exceptional, (23)
"We loved the Sunset Chalet! Very comfortable and all of the welcoming goodies & fresh flowers! We enjoyed our short but sweet stay! Beautiful view of the stream surrounded by the best smelling pine trees! The host was wonderful & very welcoming! Cant wait to visit again! sweet stay! "
The price is AU$1,243
includes taxes & fees
3 Dec - 4 Dec
Sunset Chalet- Stylish Waterfront Gem
East Boothbay Waterfront One room Condo.Waterview from in side this room
Terrace/patio

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
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 Jefferson
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Jefferson you may be interested in

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Fridge, microwave, oven, stovetop

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.0 out of 10, Wonderful, (18)
"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Maine Evergreen Hotel, Ascend Hotel Collection
Exterior

Maine Evergreen Hotel, Ascend Hotel Collection

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Very nice facility with great staff "
The price is AU$236
includes taxes & fees
8 Dec - 9 Dec
Maine Evergreen Hotel, Ascend Hotel Collection
The Country Inn at Camden Rockport
Exterior

The Country Inn at Camden Rockport

2.5 star property
9.6 out of 10, Exceptional, (1009)
"The rooms were very clean and roomy. The pool and Jacuzzi was also very clean and awesome!! The property was well kept. Very nice people. I would definitely stay there again. Great experience!!!"
The price is AU$216
includes taxes & fees
3 Dec - 4 Dec
The Country Inn at Camden Rockport
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

Are there holiday rentals in Jefferson?

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

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

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town: This holiday home rental outside of Jefferson is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Jefferson?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Jefferson stay.

What’s there to see and do in Jefferson?

Damariscotta Lake and Damariscotta Lake State Park are a couple of lovely local spots to get outside and enjoy nature. Hidden Valley Nature Center and Clary Lake are other places to visit while you're in town.

What’s a holiday rental in Jefferson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jefferson. Holiday rentals provide amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.