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Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

Featured Cottages in Jefferson

Springvale Farm: Freedom Home With Hiking Trail!
Private kitchen

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
'sprucewold' Boothbay Harbor Cottage w/ Deck
Exterior

'sprucewold' Boothbay Harbor Cottage w/ Deck

3.0 star property
'sprucewold' Boothbay Harbor Cottage w/ Deck
Charming East Boothbay Cottage w/ Large Yard!
TV, books

Charming East Boothbay Cottage w/ Large Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Really nice place to stay to visit Boothbay Region"
Charming East Boothbay Cottage w/ Large Yard!
Updated Tiny House: Walk to Wiscasset Village
Exterior

Updated Tiny House: Walk to Wiscasset Village

3.0 star property
Updated Tiny House: Walk to Wiscasset Village
Boothbay Harbor Cabin w/ Spacious Deck & Yard!
Exterior

Boothbay Harbor Cabin w/ Spacious Deck & Yard!

3.0 star property
Boothbay Harbor Cabin w/ Spacious Deck & Yard!
Historic Waldoboro House Near Lakes, Boating, Etc!
Outdoor dining

Historic Waldoboro House Near Lakes, Boating, Etc!

3.0 star property
10.0 out of 10, Exceptional, (2)
"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!"
Historic Waldoboro House Near Lakes, Boating, Etc!
Private Dock on Messalonskee Lake: Cozy Cottage!
Interior

Private Dock on Messalonskee Lake: Cozy Cottage!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
Private Dock on Messalonskee Lake: Cozy Cottage!
Lovely Waldo Cottage Escape - Pet Friendly!
Outdoor dining

Lovely Waldo Cottage Escape - Pet Friendly!

3.0 star property
Lovely Waldo Cottage Escape - Pet Friendly!
Pauls Cottage in Tenants Harbor, 1 Min to Shore
Terrace/patio

Pauls Cottage in Tenants Harbor, 1 Min to Shore

3.0 star property
Pauls Cottage in Tenants Harbor, 1 Min to Shore
Lakefront Maine House ~ 4 Mi to Colby College
Private kitchen

Lakefront Maine House ~ 4 Mi to Colby College

3.0 star property
Lakefront Maine House ~ 4 Mi to Colby College
Charming Owls Head Retreat: 2 Mi to Rockland Coast
Miscellaneous

Charming Owls Head Retreat: 2 Mi to Rockland Coast

3.0 star property
Charming Owls Head Retreat: 2 Mi to Rockland Coast
Idyllic Washington Retreat w/ Fire Pit & Yard
TV, fireplace

Idyllic Washington Retreat w/ Fire Pit & Yard

3.0 star property
10.0 out of 10, Exceptional, (1)
"It was great. Nice property, internet connection was poor"
Idyllic Washington Retreat w/ Fire Pit & Yard
Near Waterville: Cozy Midcoast Vacation Rental!
TV, fireplace, books

Near Waterville: Cozy Midcoast Vacation Rental!

3.0 star property
Near Waterville: Cozy Midcoast Vacation Rental!
Rustic Retreat Across From Lake; Family Friendly!
Interior

Rustic Retreat Across From Lake; Family Friendly!

3.0 star property
8.0 out of 10, Very Good, (1)
"I liked that it was by the lake quiet and secluded. "
Rustic Retreat Across From Lake; Family Friendly!
Picturesque Jefferson Abode w/ On-site Pond!
Exterior

Picturesque Jefferson Abode w/ On-site Pond!

3.0 star property
Picturesque Jefferson Abode w/ On-site Pond!
3 Mi to Boothbay Harbor: Coastal Colorful Home!
Interior

3 Mi to Boothbay Harbor: Coastal Colorful Home!

3.0 star property
3 Mi to Boothbay Harbor: Coastal Colorful Home!
Cozy Waterfront Cottage on Montsweag Bay!
Private kitchen

Cozy Waterfront Cottage on Montsweag Bay!

3.0 star property
Cozy Waterfront Cottage on Montsweag Bay!
Maine Cottage w/ Dock & Kayaks, Near Augusta!
Interior

Maine Cottage w/ Dock & Kayaks, Near Augusta!

3.0 star property
Maine Cottage w/ Dock & Kayaks, Near Augusta!
Waterfront Dresden Cabin With Deck + Fire Pit!
Fireplace, books

Waterfront Dresden Cabin With Deck + Fire Pit!

3.0 star property
Waterfront Dresden Cabin With Deck + Fire Pit!
Historic Friendship Boat House Near Back River!
Dishwasher, cookware/dishes/utensils, paper towels

Historic Friendship Boat House Near Back River!

3.0 star property
Historic Friendship Boat House Near Back River!
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

Trade Winds on the Bay
Reception

Trade Winds on the Bay

3.5 star property
8.2 out of 10, Very Good, (172)
"Very nice stay, no issues at all "
The price is P5,414
P5,901 total
includes taxes & fees
Feb 17 - Feb 18
Trade Winds on the Bay
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

Why book your cottage in Jefferson with Expedia?
Expedia has some terrific cottages in Jefferson, so get set for a memorable vacation close to nature. If you have a set budget, select how much you’re willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a pool. We’ll help you find the perfect digs whatever your plans or bank balance.
How can I find cheap cottages in Jefferson?
With Expedia’s convenient filter tool, sourcing cheap cottages in Jefferson has never been simpler. To view properties that’ll make your hip pocket happy, narrow your search results by star rating, amenities and budget.
What is there to do in Jefferson near my cottage?
If you’d like to discover the sights of Jefferson, check out Damariscotta Lake State Park. It’s a winner with locals and tourists alike.