Woolwich holiday rentals

We found 963 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Woolwich to find one that's perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a hot tub and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Woolwich

Showing deals for:6 Nov - 13 Nov

Main house and cottage from water
Main house patio overlooking the bay
It's about 50 steps from the cottage deck down to the beach
Cottage first floor
Exceptional
(65 reviews)

Escape to Maine! Enjoy the beauty and solitude!

Bath

8% off
AU$4,797
for 7 nights, 1 home
AU$685 per night
includes taxes & fees
Escape to Maine! Enjoy the beauty and solitude!
Living Area with Woof Stove, TV and Balcony
Open Living Area
Kitchen
Kitchen and Dining Area
Exceptional
(9 reviews)

Cedar Lodge - Upscale Cabin on Knickerbocker Lake!

Boothbay

5% off
AU$4,244
for 7 nights, 1 cabin
AU$606 per night
includes taxes & fees
Cedar Lodge - Upscale Cabin on Knickerbocker Lake!
Fire pit (wood provided) along the shore
Living Room (Full Sleep Sofa), Open Kitchen, Adjacent Dining Room
Fall Colors at Sea Lavender
Galley Kitchen with dining counter.
Exceptional
(72 reviews)

Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front

Newcastle

6% off
AU$4,722
for 7 nights, 1 cottage
AU$675 per night
includes taxes & fees
Maine Waterfront Cottage: Nestled on an acre of land, with 500ft of shore front
Interior
Interior
Community Beach
Dining
Exceptional
(9 reviews)

Artistic Cottage on Knickerbocker Lake with Kayaks

Boothbay

5% off
AU$4,028
for 7 nights, 1 cottage
AU$575 per night
includes taxes & fees
Artistic Cottage on Knickerbocker Lake with Kayaks
Interior
Property grounds
Dining
Exterior
Exceptional
(86 reviews)

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb

8% off
AU$2,831
for 7 nights, 1 cottage
AU$404 per night
includes taxes & fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Dining room can seat 10- 12
Landscape lighting recently installed- really shows off the architectural detail
"Cupola", "Bellevidiere"., or "Widow's Watch"
Interior
Exceptional
(6 reviews)

Charming Victorian Estate with AC, WiFi with water views in East Boothbay

East Boothbay

8% off
AU$9,127
for 7 nights, 1 home
AU$1,304 per night
includes taxes & fees
Charming Victorian Estate with AC, WiFi with water views in East Boothbay
Dining
Property grounds
Living Room with gas fireplace
Property grounds
Exceptional
(27 reviews)

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

South Bristol

8% off
AU$5,600
for 7 nights, 1 home
AU$800 per night
includes taxes & fees
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Private kitchen
Property grounds
Interior
Exterior
Exceptional
(50 reviews)

Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Edgecomb

8% off
AU$3,466
for 7 nights, 1 home
AU$495 per night
includes taxes & fees
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Living area
Terrace/patio
Property grounds
Exterior
Exceptional
(62 reviews)

Camp Forever cottage

Harpswell

8% off
AU$2,384
for 7 nights, 1 home
AU$341 per night
includes taxes & fees
Camp Forever cottage
Front hall
Living room
Ice cream stand in town
Upper hall
Exceptional
(6 reviews)

Village House, Sleeps 16, Free Parking, Walk to town, Mid-coast hub

Richmond

16% off
AU$6,882
for 7 nights, 1 home
AU$983 per night
includes taxes & fees
Village House, Sleeps 16, Free Parking, Walk to town, Mid-coast hub
Private kitchen
Watch for jumping fish, soaring eagles, a swimming ducks!
Please note: the fireplace is not in working order.
Interior
Exceptional
(96 reviews)

Castle Rock, 1 mile to Bowdoin College

Brunswick

8% off
AU$3,724
for 7 nights, 1 home
AU$532 per night
includes taxes & fees
Castle Rock, 1 mile to Bowdoin College
Interior
Private kitchen
Room
Private kitchen
Exceptional
(22 reviews)

New home in Boothbay, downtown Boothbay harbor is located about a mile away.

Boothbay

8% off
AU$2,270
for 7 nights, 1 home
AU$324 per night
includes taxes & fees
New home in Boothbay, downtown Boothbay harbor is located about a mile away.
Exterior detail
Exterior
Living area
Room
Exceptional
(10 reviews)

Quiet waterfront serenity awaits!

Georgetown

8% off
AU$5,101
for 7 nights, 1 home
AU$729 per night
includes taxes & fees
Quiet waterfront serenity awaits!
Property grounds
Living area
Living area
Interior
Exceptional
(67 reviews)

A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

8% off
AU$2,371
for 7 nights, 1 cottage
AU$339 per night
includes taxes & fees
A Spacious Vacation Cottage in Sheepscot Harbour
Perfect set up for light meal. SS sink, Fridge/freezer & micro, electric kettle.
Street view of the front of property
Summer Bed Dressing
Private entrance to your space
Exceptional
(18 reviews)

Birch Point at Cushman Cove- Entire Suite- King size bed, private setting

Wiscasset

8% off
AU$1,912
for 7 nights, 1 apartment
AU$273 per night
includes taxes & fees
Birch Point at Cushman Cove- Entire Suite- King size bed, private setting
Kitchen
Outdoor dining
Exterior
Upstairs master bedroom view
Exceptional
(31 reviews)

Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.

Boothbay Harbor

8% off
AU$3,850
for 7 nights, 1 home
AU$550 per night
includes taxes & fees
Enjoy spectacular views of Lobster Cove. Large yard, EV charger & dog friendly.
Exterior
Property grounds
Private kitchen
Property grounds
Exceptional
(29 reviews)

Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

8% off
AU$1,984
for 7 nights, 1 home
AU$283 per night
includes taxes & fees
Boothbay Harbor, 2-Story Cottage, downtown
in-home laundry and dryer located in the butlers pantry
The home has amazing natural light
King bedroom. Newly renovated.
butlers pantry equipped with kitchen necessities, outdoor plates & more
Exceptional
(24 reviews)

The Farmhouse - Boothbay Harbor

Boothbay Harbor

8% off
AU$3,906
for 7 nights, 1 home
AU$558 per night
includes taxes & fees
The Farmhouse - Boothbay Harbor
Living room.
Aerial view of condo on the left side.
Living room to kitchen.
Kitchen with granite counter top and high top seating.
Exceptional
(9 reviews)

Beautiful Condo on Ocean Cove - Easy walk to harbor-side town

Boothbay Harbor

8% off
AU$4,473
for 7 nights, 1 apartment
AU$639 per night
includes taxes & fees
Beautiful Condo on Ocean Cove - Easy walk to harbor-side town
Outdoor dining
Interior
Living area
Dining
Exceptional
(27 reviews)

Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge

Boothbay Harbor

8% off
AU$2,837
for 7 nights, 1 apartment
AU$405 per night
includes taxes & fees
Harbor View Apartment, Boothbay Center, Walk to Shops, Restaurants, Footbridge
Living area
Exterior
Screen porch
Living area
Exceptional
(8 reviews)

Welcome to Owl House - Your Coastal Retreat in East Boothbay!

East Boothbay

8% off
AU$3,945
for 7 nights, 1 home
AU$564 per night
includes taxes & fees
Welcome to Owl House - Your Coastal Retreat in East Boothbay!
Kitchen
Living room
Kitchen
Back Bay Cottage, next to the Chowder House in downtown Boothbay Harbor
Exceptional
(72 reviews)

Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor

Boothbay Harbor

12% off
AU$3,865
for 7 nights, 1 apartment
AU$552 per night
includes taxes & fees
Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
Interior
Interior
Living area
Dining
Exceptional
(11 reviews)

Charming 2-bedroom house in small-town neighborhood

Bath

8% off
AU$2,915
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Charming 2-bedroom house in small-town neighborhood
Welcome to your guest suite
A peaceful setting
Sitting room/Bedroom
Banquette/eating area and studio couch
Exceptional
(82 reviews)

ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE

Bowdoinham

17% off
AU$1,692
for 7 nights, 1 apartment
AU$242 per night
includes taxes & fees
ENJOY TWIN PONDS WHILE EXPLORING MIDCOAST MAINE
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Woolwich getaway

Learn about the unique charm of Woolwich with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Woolwich

Are you hoping to discover things to do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Woolwich a fun spot to go on holiday. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Boothbay Golf Course (9 mi / 14.6 km)
  • Maine State Aquarium (9.5 mi / 15.4 km)
  • Pemaquid Craft Co-op (15.3 mi / 24.6 km)
  • Brunswick Golf Course (9.4 mi / 15.2 km)
  • Ash Cove Pottery (15.6 mi / 25.1 km)
  • Cobbossee Colony Golf Course (22.1 mi / 35.5 km)

Exploring the natural landscape of Woolwich

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Woolwich. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Thomas Point Beach (4.8 mi / 7.7 km)
  • Coastal Maine Botanical Gardens (7.7 mi / 12.3 km)
  • Cabbage Island (11.1 mi / 17.8 km)
  • Linekin Bay (11.3 mi / 18.1 km)
  • Popham Beach (11.6 mi / 18.6 km)
  • Grimes Cove Beach (12.5 mi / 20.1 km)

Travelling to and around Woolwich

Fly into Wiscasset, ME (ISS), the closest airport, located 5.4 mi (8.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 25.8 mi (41.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Woolwich?
The most sought-after types of holiday homes in Woolwich are houses. Prefer something different? Stayz has many options to match our guests' needs, so you'll see properties in all sizes, and for all budgets. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Woolwich?
Season, property type and length of stay are among the factors that can affect the price of a holiday home. Simply enter your travel dates to find your dream escape. From cosy country cottages to plush villas, all Stayz holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Woolwich?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Woolwich travel dates to see all your options on Stayz. Can't live without a hot tub, or maybe a private pool? Use the filters to select the amenities and features you need.
Are there pet-friendly holiday homes in Woolwich?
Pack a tug toy and treats for the pooch in your life because Woolwich has four holiday homes that roll out the welcome mat to pets. Let your happy hound enjoy fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
What are popular home amenities in Woolwich?
When it comes to home amenities that people prefer in Woolwich, tennis, a nearby waterfront and a fireplace rank the highest. With Stayz holiday homes, there are choices to fit your style and taste, whether you're going on a trip with family, friends or even pets.
Are there large group holiday homes in Woolwich?
Take your pick of three Stayz holiday properties in Woolwich that can host a group of five or more people. You'll get all the privacy and room you need to kick back with your nearest and dearest — and no one else.
Are there holiday homes in Woolwich that welcome kids?
Bring the entire group together for a memorable adventure in Woolwich at one of our four family-friendly holiday homes. Many of these stays come with conveniences that are suitable for trips with the kids, like dining rooms, multiple bedrooms and private pools. Simply check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Woolwich?
Keeping the kids occupied during your Woolwich holiday is simple with these awesome family-friendly attractions:
  • Maine Maritime Museum
  • Georgetown Historical Society
  • Doubling Point Lighthouse
Are there holiday homes with WiFi in Woolwich?
Woolwich has two holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with your family to posting pics on social media, these Stayz homes make it a breeze to get online.
How can I find holiday homes with air conditioning in Woolwich?
Pick your dates and then make use of our filters to find holiday homes with ac in Woolwich on Stayz. With two air-conditioned properties to choose from here, you can look forward to a cool and comfortable stay.
How old do you have to be to rent a holiday home in Woolwich?
The minimum age permitted can differ across properties on Stayz, so check the rules of the holiday home in Woolwich you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Woolwich for?
The amount of time you can book a Woolwich holiday home for is up to each property. Just put in your travel dates to find options that offer long-term stays. They include all you require to make your extended break more comfortable and enjoyable, like laundries and air conditioning. Some holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.