Photo by Stephanie Dragoon

Holiday Homes in Jefferson

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Featured Holiday Homes in Jefferson

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

9.2 out of 10, Wonderful, (68)
"Walkable to downtown was great! The main rental is only some of the pictures online and they are dated. There are two bedrooms on top level which requires u to walk down steps to get to a bathroom which is also shared by another bedroom on main level. Main area and kitchen space could have been cleaner. Beds were very comfortable. We had 5 women on a girls trip. "
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

Peace in Pemaquid - Ocean Sunsets & Stargazing

10.0 out of 10, Exceptional, (14)
"Stay"
Peace in Pemaquid - Ocean Sunsets & Stargazing

The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

10.0 out of 10, Exceptional, (17)
"This property was amazing! Abby was in contact anytime i needed anything. Will definitely contact again if we choose to go back to visit!!"
The Perch - A cozy cottage minutes from Tenants Harbor, with water access!

Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

10.0 out of 10, Exceptional, (90)
"Beautiful location, really enjoyed the stay. The stairs are a challenge especially with no landing at the top. Didn't receive any notification about check-in and I got no answer when I called but when I checked the door was unlocked and keys were on the table. Everything was very clean and the kitchen was well equipped. "
Private Oceanfront Cottage, Private Sand Beach -Lighthouse one mile away

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

9.4 out of 10, Exceptional, (51)
"There were four of us so we each had a bedroom. We have been friends since 1955!!! It was a wonderful getaway! "
Newly Renovated Haven w/ Deck, Near Downtown: Walk to Shops, Dining & Marina

Waterfront home with beautiful bay views - near shops & dining

9.4 out of 10, Exceptional, (23)
"Very nice place for the family "
Waterfront home with beautiful bay views - near shops & dining

2 Bedroom Close to Town Home

9.0 out of 10, Wonderful, (26)
"Our primary objective was a clean cost-effective one night stay for a road trip through New England. This was right on the road, which was convenient but a little bit noisy at night."
The price is AU$388
includes taxes & fees
1 Jan - 2 Jan 2025
2 Bedroom Close to Town Home

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (56)
"Beautiful house with lots of charm….. gorgeous views from the deck. I was texted when we arrived to make sure we were happy with the cleanliness of the home and we were . House was supplied with plenty of towels, blankets, toiletries, cushions for outdoor furniture and games. We stayed here with our dogs who loved it as well. We would stay here again"
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

5.6 out of 10, (5)
"The shared driveway was a challenge and the hike from the driveway to the house had was also a challenge. Additionally the window in one of the bathrooms did not work, the dishwasher was not secured and tilted when you put dishes in, one of the commodes ran constantly unless you jiggle. The kitchen garbage can is broken."
Dog-friendly bay view home - water views, dock access & Linekin Bay Resort fun

Spectacular Ocean Views from Every Room

9.6 out of 10, Exceptional, (35)
"Perfect! Beautiful location! Accurate description on VRBO. Would recommend to anyone."
Spectacular Ocean Views from Every Room

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (236)
"Had a nice quiet getaway here in the off-season. Enjoyed the hot tub and peace and quiet looking out on the lake. Very spacious and as advertised. Dog friendly for our small dog. Easy to check-in/out. Would definitely consider again if we were coming up to this area."
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

9.8 out of 10, Exceptional, (81)
"Great property, third tine here, excellent stocked kitchen"
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

Waterfront Cottage on Tidal Cove with Dock

9.8 out of 10, Exceptional, (44)
"Just a perfect getaway. Very well maintained home with a few handy man quirks. Power went out and the Generac generator kicked right on. House is well stocked, clean and perfectly situated for a secluded trip. I would mention that you have to walk thru one bedroom ( attic dormer) to get to the forth bedroom. And there is no door between the two just a curtain. Which might be an issue if it was all couples. Overall this was a perfect getaway. Loved the location. The kayaks were great ( better pay...
Waterfront Cottage on Tidal Cove with Dock

Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

9.4 out of 10, Exceptional, (37)
"Nice house in quiet location. Great kitchen!! Master bed was comfy except sheets should be replaced. The house is large with a huge finished basement. The TV in the basement was OK. The basement sofa is comfy but the primary sofa upstairs was uncomfortable. All in all... a very good property that could be great with better bed sheets and living room sofa."
Woodland hideaway with lake access, private game room, fireplace, & luxe kitchen

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (73)
"It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history. "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

10.0 out of 10, Exceptional, (3)
"The house is new, absolutely immaculate and filled with light. The fully equipped kitchen was a joy to work in. The proximity to both Belfast and Camden was a huge plus. Our 2 dogs loved the open grassy field! A very friendly neighborhood too."
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is AU$767
includes taxes & fees
3 Dec - 4 Dec
Luxury Carriage House a short stroll from town!

Oceanfront home on 6 acres with multi-level deck & spectacular view

10.0 out of 10, Exceptional, (14)
"Amazing cozy cottage with a breath taking view!"
Oceanfront home on 6 acres with multi-level deck & spectacular view

Sunset river 3-bedroom house in amazing South Thomaston, Maine

2.0 star property
The price is AU$838
includes taxes & fees
9 Dec - 10 Dec
Sunset river 3-bedroom house in amazing South Thomaston, Maine
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 property types in Jefferson

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

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

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
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

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