Woolwich Vacation Rentals

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Browse Select Woolwich Vacation Homes

2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

10.0 out of 10, Exceptional, (27)
"Nice and quiet location but only 10-15 minute ride to downtown and local area attractions."
2 bedroom 1 bath, large deck and dock, on the water in peaceful cove, Year

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (39)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
The price is CA $223
CA $334 total
includes taxes & fees
Oct 5 - Oct 6
Captain's Quarters 2BR Apartment. Walk to Everything!

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (32)
"The owners were ver accommodating and the place is a quiet, pretty location "
The price is CA $225
CA $452 total
includes taxes & fees
Sep 16 - Sep 17
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (69)
"I stayed here with my family and sisters, and one of my sisters brought her husband and two children. The house had enough space for all of us to be together and yet have space to ourselves. We had a lovely time. We came for my daughter’s graduation and would recommend this space to anyone."
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Full sized home

9.8 out of 10, Exceptional, (37)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is CA $279
CA $509 total
includes taxes & fees
Sep 15 - Sep 16
Full sized home

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (15)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views

Cozy Cottage on water's edge of Lake Cobbosseecontee

9.0 out of 10, Wonderful, (14)
"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."
The price is CA $180
CA $436 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Cottage on water's edge of Lake Cobbosseecontee

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (226)
"We had a wonderful stay at this cottage. Great location to explore the surrounding areas."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is CA $200
CA $386 total
includes taxes & fees
Oct 1 - Oct 2
Camp Forever cottage

Make Shimmering River Retreat your Maine Coastal getaway!

9.6 out of 10, Exceptional, (37)
"It was a very nice place for a family vacation. There was plenty of room for all of us (10).Yard and inside games provided along with kayaks for the river and a pool."
Make Shimmering River Retreat your Maine Coastal getaway!

Charming 2-bedroom house in small-town neighborhood

9.0 out of 10, Wonderful, (4)
"Wonderful spot!! Really close to downtown and perfect place for family. Excited to stay again. "
Charming 2-bedroom house in small-town neighborhood

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (80)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Oceanfront Retreat with Dock, Boothbay Harbor

2.0 star property
Oceanfront Retreat with Dock, Boothbay Harbor

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (32)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods

Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

8.2 out of 10, Very good, (23)
"Wonderful stay!"
Quaint Coastal Cottage w/ Deck & High-Speed WiFi - Walk to Town

Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

9.6 out of 10, Exceptional, (18)
"Nice house, close to great dining and only 5 min to a great grocery store"
Beautiful River-View Retreat | Home Office | Walk 5 MInutes to Main Street

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

8.0 out of 10, Very good, (15)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is CA $96
CA $225 total
includes taxes & fees
Sep 30 - Oct 1
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

Lakeside retreat in Central Maine

9.8 out of 10, Exceptional, (89)
"We spent Bates Graduation weekend at Sailors Rest. Paul and Kevin were fabulous hosts and Sailors Rest was the perfect port in the bittersweet graduation storm. I do hope we’ll be back. "
Lakeside retreat in Central Maine
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

Find out more about Woolwich

Find out more about Woolwich

Woolwich Vacation Homes information

Number of reviews
Accommodation
610 Vacation Homes
Lowest Price
CA $96
Highest Price
CA $279

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