A dense forest with a lake and a distant building.

Jefferson Holiday Rentals

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Our top choices for Jefferson holiday rentals

1. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is S$623
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem

2. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (464 reviews)
"Great stay, great location."
United States
Jerold
The price is S$179
includes taxes & fees
25 Aug - 26 Aug
Trade Winds on the Bay

3. Rustic Retreat Across From Lake; Family Friendly!

Rustic Retreat Across From Lake; Family Friendly!
3.0 star property
Union
8.0 out of 10, Very good, (3 reviews)
"The cottage is cute with a great view of the lake. Quiet and peaceful yet convenient to town. Plenty to see and do in the area. We had a wonderful time and I highly recommend staying here!"
United States
Lorraine
The price is S$496
includes taxes & fees
25 Aug - 26 Aug
Rustic Retreat Across From Lake; Family Friendly!
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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Top Jefferson Hotel Reviews

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.

How many holiday rentals are there in Jefferson?

With 17 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 Clary Lake are a couple of lovely local spots to get outside and enjoy nature. Damariscotta Lake State Park and Hidden Valley Nature Center 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.