Woolwich Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Woolwich vacation rentals

Exterior
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Apartment in Brunswick

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (145)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is ￥14,035
￥18,698 total
includes taxes & fees
Dec 28 - Dec 29
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Microwave, oven, stovetop
Modern style in historic building in downtown Bath

Apartment in Bath

Modern style in historic building in downtown Bath
10.0 out of 10, Exceptional, (8)
"Such a great location! We could easily walk all over the cute downtown."
United States
Keisha C.
The price is ￥15,594
￥34,505 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern style in historic building in downtown Bath
Dining
Escape to Positive Outlook

Vacation Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is ￥13,099
￥29,543 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Escape to Positive Outlook
Fridge, microwave, oven, stovetop
2King Bed BR Private Apt Downtown Brunswick

Apartment in Brunswick

2King Bed BR Private Apt Downtown Brunswick
8.4 out of 10, Very Good, (10)
"Small place in a great location. Easily walk to several shops and restaurants. "
United States
Jillian B.
The price is ￥15,594
￥37,394 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2King Bed BR Private Apt Downtown Brunswick
Property grounds
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Apartment in Boothbay

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is ￥15,438
￥43,343 total
includes taxes & fees
Dec 27 - Dec 28
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Smart TV, books
Little Lincoln beautiful home

Apartment in Brunswick

Little Lincoln beautiful home
9.2 out of 10, Wonderful, (15)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
The price is ￥13,879
￥40,114 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Little Lincoln beautiful home
Interior
High End Apartment in Downtown Hallowell

Apartment in Hallowell

High End Apartment in Downtown Hallowell
10.0 out of 10, Exceptional, (96)
"Beautiful place to stay. Having coffee with all the fixings already there along with snacks was great! Would definitely stay here again!"
United States
John H.
The price is ￥17,465
￥32,125 total
includes taxes & fees
Jan 2 - Jan 3, 2026
High End Apartment in Downtown Hallowell
1 bedroom, iron/ironing board, WiFi, bed sheets
Peaceful Intown Studio ~ Walk to Shops & Dining

Apartment in Newcastle

Peaceful Intown Studio ~ Walk to Shops & Dining
2.0 star property
The price is ￥20,709
￥25,972 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Peaceful Intown Studio ~ Walk to Shops & Dining
Iron/ironing board, free WiFi, bed sheets
Studio Apartment in Freeport

Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
The price is ￥9,824
￥23,464 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Studio Apartment in Freeport
Interior
Brunswick Downtown Sugar Cube next to Bowdoin

Apartment in Brunswick

Brunswick Downtown Sugar Cube next to Bowdoin
8.4 out of 10, Very Good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is ￥14,814
￥41,134 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Brunswick Downtown Sugar Cube next to Bowdoin
Smart TV, books
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Apartment in Brunswick

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
9.8 out of 10, Exceptional, (28)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is ￥21,052
￥54,222 total
includes taxes & fees
Dec 28 - Dec 29
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
3 bedrooms, WiFi
Fantastic Waterfront Views

Vacation Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is ￥24,561
￥47,975 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Fantastic Waterfront Views
Terrace/patio
Full sized home

Vacation Home in Harpswell

Full sized home
9.8 out of 10, Exceptional, (50)
"It was a very nice house to stay at. "
United States
Anonymous traveler
The price is ￥40,544
￥68,159 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Full sized home
Property grounds
Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.

Vacation Home in Bath

Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.
8.6 out of 10, Excellent, (10)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
United States
A M.
The price is ￥20,303
￥25,530 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Captain's Quarters 2BR Suite. Near everything. No fees. Pets welcome.
Property grounds
Modern, Luxurious Cabin in the Woods - 03

Cabin in Freeport

Modern, Luxurious Cabin in the Woods - 03
10.0 out of 10, Exceptional, (6)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is ￥31,500
￥50,483 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Modern, Luxurious Cabin in the Woods - 03
Private kitchen
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Apartment in Harpswell

Bird Watching Paradise @ Waterfront Harpswell with Private Deck
10.0 out of 10, Exceptional, (2)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
United States
Kate K.
The price is ￥19,493
￥46,913 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Fridge, microwave, oven, stovetop
Firstmate by Rocky Coast Rentals

Apartment in Boothbay Harbor

Firstmate by Rocky Coast Rentals
10.0 out of 10, Exceptional, (4)
"The house was perfect and the floor fans were great for sleepers that need white noise. "
United States
Josh L.
The price is ￥28,654
￥79,907 total
includes taxes & fees
Dec 26 - Dec 27
Firstmate by Rocky Coast Rentals
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Vacation Home in South Bristol

Maine Coast House with Spectacular Ocean Views and Beach for Swimming
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is ￥27,944
￥72,783 total
includes taxes & fees
Dec 29 - Dec 30
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Historic Bath's, Home Away from Home

Apartment in Bath

Historic Bath's, Home Away from Home
The price is ￥9,010
￥44,198 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Historic Bath's, Home Away from Home
Private kitchen
Classic New England 1st Floor 3 BR Downtown Brunswick

Apartment in Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
9.6 out of 10, Exceptional, (9)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is ￥35,127
￥71,982 total
includes taxes & fees
Dec 28 - Dec 29
Classic New England 1st Floor 3 BR Downtown Brunswick
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

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown

10/10 Excellent
"Yes, but no protein options for a lactose-intolerant person besides peanut butter."
Tracy 2-night trip
Posted 3 days ago
The Harraseeket Inn & Event House Freeport Downtown

Find out more about Woolwich

Search for holiday rentals in Woolwich on Expedia! You can easily find your home rentals, villas, holiday apartments in Woolwich using one of the methods below:

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Look no further and take a look at our great range of rental properties in Woolwich!

Frequently asked questions

Can I find vacation rentals in Woolwich?

Yes, there are vacation rentals close to the most popular points of interest in Woolwich, or you can choose a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Woolwich has to offer?

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!: This vacation home rental near Woolwich is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals will I find in Woolwich?

Choose from 4 Expedia vacation rentals in Woolwich for a memorable vacation.

What’s there to see and do in Woolwich?

Kennebec River and Androscoggin River are a couple of lovely local spots to get outside and enjoy nature. Montsweag Flea Market and Thomas Point Beach are a couple of places you'll find in the larger area.

What’s a vacation rental in Woolwich like?

A vacation rental is a private property you can book for a few weeks or just a few days in Woolwich. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.