A lighthouse on a wooden pier extending into a body of water, surrounded by vegetation.

Woolwich Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Woolwich vacation homes

A treehouse with a wooden staircase and a small building with a colorful mural.

1. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.
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 CA $132
CA $220 total
includes taxes & fees
Oct 22 - Oct 23
Perfect stopover, getaway, base to explore the area, or to simply stay in town.
A wooden staircase with a wooden railing, surrounded by green foliage.

2. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is CA $175
CA $267 total
includes taxes & fees
Oct 20 - Oct 21
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

3. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown
Bath
9.4 out of 10, Exceptional, (3 reviews)
"The communication was excellent. The location was excellent."
United States
Holly Y.
The price is CA $248
CA $1,013 total
includes taxes & fees
Oct 25 - Oct 26
Charming Historic home steps away from downtown
A spacious living room with large windows, a sofa, a chair, and a small table.

4. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick
Brunswick
9.6 out of 10, Exceptional, (12 reviews)
"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "
United States
Kendra G.
The price is CA $156
CA $464 total
includes taxes & fees
Oct 20 - Oct 21
1 Mi to Maine Street! MCM-Style Home in Brunswick
A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

5. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
Bath
9.0 out of 10, Wonderful, (28 reviews)
"Clean, walkable to town, nice backyard to sit and talk."
United States
Kathleen
The price is CA $280
CA $344 total
includes taxes & fees
Oct 20 - Oct 21
2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

6. 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 CA $148
CA $308 total
includes taxes & fees
Nov 1 - Nov 2
Mid Coast Getaway w/ water views
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

7. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is CA $136
CA $488 total
includes taxes & fees
Oct 20 - Oct 21
Quiet Spot in lovely Freeport neighborhood
A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

8. 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)
"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"
United States
Shisheng
The price is CA $423
CA $701 total
includes taxes & fees
Nov 1 - Nov 2
Award Winning Luxury Carriage House a short stroll from town!
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

9. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
9.8 out of 10, Exceptional, (6 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 CA $178
CA $345 total
includes taxes & fees
Nov 1 - Nov 2
2 bedroom w/ expansive water views
A wooden deck with a view of a lake, a small building, and surrounding trees.

10. 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, (55 reviews)
"This was a very nice home. Clean, comfortable, and lovely. The water views are great, too."
United States
kathleen m.
The price is CA $253
CA $537 total
includes taxes & fees
Oct 25 - Oct 26
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

11. 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 CA $153
CA $529 total
includes taxes & fees
Oct 30 - Oct 31
Naughty Dog Private Island Log Cabin
A wooden deck with a view of a lake and trees.

12. 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 CA $274
CA $562 total
includes taxes & fees
Oct 20 - Oct 21
1920s Riverfront Cottage – Historic Maine Charm
A lakeside property with a deck, picnic table, and barbecue grill.

13. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (71 reviews)
"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."
United States
Len B.
The price is CA $297
CA $515 total
includes taxes & fees
Nov 1 - Nov 2
Camp Forever cottage
A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

14. 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 CA $298
CA $561 total
includes taxes & fees
Oct 25 - Oct 26
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
A wooden interior with a radial wooden ceiling design and a central skylight.

15. 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 CA $16
CA $318 total
includes taxes & fees
Oct 28 - Oct 29
Island Tree House Glamping
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

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.
The price is CA $240
CA $605 total
includes taxes & fees
Oct 27 - Oct 28
Orchid Harbor, Bailey Island 3BR
A cozy room with wooden flooring, wicker furniture, and a white brick wall.

17. 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.
The price is CA $346
CA $1,048 total
includes taxes & fees
Nov 8 - Nov 9
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

18. Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (21 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is CA $223
CA $258 total
includes taxes & fees
Nov 1 - Nov 2
Fantastic Waterfront Views
A living room with a ceiling fan, two chairs, a sofa, a coffee table, and a patterned rug.

19. 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 CA $219
CA $405 total
includes taxes & fees
Oct 22 - Oct 23
Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
A deck with white railings overlooking a body of water, boats, and a forested shoreline.

20. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape
West Point
The price is CA $233
CA $264 total
includes taxes & fees
Oct 20 - Oct 21
Captains Watch: A Coastal Escape
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 Woolwich Hotel Reviews

Spark by Hilton Brunswick

Spark by Hilton Brunswick

10/10 Excellent
"Very good value, but not an upscale place. Good for an overnight."
Jeffrey 1-night trip
Posted less than an hour ago
Spark by Hilton Brunswick

Find out more about Woolwich

Woolwich Vacation Homes information

Number of reviews
240
Accommodation
707 Vacation Homes
Lowest Price
CA $220
Highest Price
CA $1,048

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