Holiday Homes in Woolwich

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Check prices for these dates

Our top choices for Woolwich holiday homes

1. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is €152
includes taxes & fees
5 Nov - 6 Nov
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!

2. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is €154
includes taxes & fees
5 Nov - 6 Nov
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

3. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is €188
includes taxes & fees
8 Nov - 9 Nov
Mid Coast Getaway w/ water views

4. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
The price is €274
includes taxes & fees
5 Nov - 6 Nov
Naughty Dog Private Island Log Cabin

5. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!
Bath
10.0 out of 10, Exceptional, (14 reviews)
"Another great stay by a great host. The host Jared even provided some activities for our granddaughters to do while we were on vacation. You will not be disappointed with this property. Looking to stay there again in the future. Thank you, Jared!"
United States
Ronald H.
The price is €419
includes taxes & fees
14 Nov - 15 Nov
Award Winning Luxury Carriage House a short stroll from town!

6. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
The price is €206
includes taxes & fees
8 Nov - 9 Nov
Island Tree House Glamping

7. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
8.8 out of 10, Excellent, (3 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
United States
Holly G.
The price is €197
includes taxes & fees
5 Nov - 6 Nov
Captains Watch: A Coastal Escape

8. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (7 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is €215
includes taxes & fees
8 Nov - 9 Nov
2 bedroom w/ expansive water views

9. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is €342
includes taxes & fees
14 Nov - 15 Nov
Quiet Spot in lovely Freeport neighborhood

10. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is €327
includes taxes & fees
9 Nov - 10 Nov
1920s Riverfront Cottage – Historic Maine Charm

11. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
United States
Michelle S.
Mere Point Sunrise Views at Eastern Shore!

12. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.4 out of 10, Exceptional, (23 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is €249
includes taxes & fees
8 Nov - 9 Nov
Fantastic Waterfront Views

13. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Sabattus
The price is €262
includes taxes & fees
5 Nov - 6 Nov
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence

14. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is €409
includes taxes & fees
6 Nov - 7 Nov
Fully Updated Airy Historic Home in South Freeport

15. Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Brunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
United States
Michaela M.
The price is €358
includes taxes & fees
1 Dec - 2 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

16. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
Orchid Harbor, Bailey Island 3BR

17. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is €341
includes taxes & fees
8 Nov - 9 Nov
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

18. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Brunswick
10.0 out of 10, Exceptional, (5 reviews)
"Great location and super clean house"
United States
Gary R.
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

19. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (56 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is €363
includes taxes & fees
5 Nov - 6 Nov
Joyful Maine Escape: A Three-Bedroom Water View Townhouse

20. 2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.

2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
Bath
8.8 out of 10, Excellent, (29 reviews)
"Nice place for the money spent"
United States
Kevin P.
The price is €213
includes taxes & fees
5 Nov - 6 Nov
2BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
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.

Learn more about Woolwich

Explore the historic Woolwich Historical Society's museum to discover fascinating artefacts and stories from this charming Maine town. Paddle along the scenic Kennebec River or visit nearby Bath's Maine Maritime Museum for an authentic coastal Maine experience.

A calm lake with autumn foliage reflecting on the water, surrounded by trees and a distant house.