Entire home
Cozy Dog-Friendly Retreat on Westport Island: Enjoy Serene Nature & Walk to Waterfront!
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Reviews
9.0 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 41200 sq ft
Popular amenities
Explore the area

Westport Island, ME
- Place, Monkey C Monkey Do12 min drive
- Place, Wiscasset Historic District16 min drive
- Place, Castle Tucker16 min drive
- Airport, Wiscasset, ME (ISS)12 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom
1 King Bed
Bedroom
1 Queen Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
Dining area
About this property
Cozy Dog-Friendly Retreat on Westport Island: Enjoy Serene Nature & Walk to Waterfront!
Nightwatch: A Tranquil Retreat on Westport Island
Escape to the serene beauty of Westport Island with Nightwatch, a cozy and immaculate single-story retreat. Perched at the northern tip of the island on a quiet dead-end street, this peaceful home is surrounded by lush greenery and towering pines. It offers the perfect blend of secluded island living and easy access to the historic charm of Wiscasset. Whether you are looking for a launchpad for kayaking or a comfortable spot to unwind, Nightwatch provides a refreshing Maine escape.
Charming Features
Island Tranquility: Enjoy a low-traffic, quiet environment perfect for those looking to disconnect and enjoy the natural splendor of the Midcoast.
Waterfront Access: A short stroll leads you to a nearby waterfront preserve, offering scenic views of Wiscasset’s harbor and a convenient spot for launching kayaks.
Modern Amenities: Stay comfortable with full air conditioning and streaming services for your favorite shows (just remember to bring your own logins!).
Outdoor Living: Relax on the large, private deck overlooking the tree-lined yard—an ideal space for morning coffee or evening stargazing.
Easy Access: The single-story layout makes for effortless living, with two comfortable bedrooms and two full bathrooms accommodating up to four guests.
With parking for 3–4 vehicles and a location just minutes from the "Prettiest Village in Maine," this home is as convenient as it is peaceful.
The Details:
Minimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!
BEDROOMS: (1) King, (1) Queen
BATHROOMS: (2) Full Bathrooms with shower/tub combos
DOGS PERMITTED? Yes! Up to two adult dogs of most breeds are welcome. Leash or supervision is recommended due to local wildlife and neighboring dog walkers.
LINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservation.
Explore the Region
Wiscasset Village: Explore world-famous lobster rolls, antique shops, and stunning historic architecture just across the bridge.
Waterfront Preserve: Take advantage of the nearby conservation land for birdwatching, hiking, and tidal water access.
Kayaking & Paddling: The waters surrounding Westport Island are a paddler's dream, offering calm inlets and beautiful coastal scenery.
Midcoast Launchpad: You are centrally located for day trips to Boothbay Harbor, the Maine Maritime Museum in Bath, or the rugged lighthouse at Pemaquid Point.
Book your stay and experience the tranquility of Westport Island at Nightwatch!
COTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Escape to the serene beauty of Westport Island with Nightwatch, a cozy and immaculate single-story retreat. Perched at the northern tip of the island on a quiet dead-end street, this peaceful home is surrounded by lush greenery and towering pines. It offers the perfect blend of secluded island living and easy access to the historic charm of Wiscasset. Whether you are looking for a launchpad for kayaking or a comfortable spot to unwind, Nightwatch provides a refreshing Maine escape.
Charming Features
Island Tranquility: Enjoy a low-traffic, quiet environment perfect for those looking to disconnect and enjoy the natural splendor of the Midcoast.
Waterfront Access: A short stroll leads you to a nearby waterfront preserve, offering scenic views of Wiscasset’s harbor and a convenient spot for launching kayaks.
Modern Amenities: Stay comfortable with full air conditioning and streaming services for your favorite shows (just remember to bring your own logins!).
Outdoor Living: Relax on the large, private deck overlooking the tree-lined yard—an ideal space for morning coffee or evening stargazing.
Easy Access: The single-story layout makes for effortless living, with two comfortable bedrooms and two full bathrooms accommodating up to four guests.
With parking for 3–4 vehicles and a location just minutes from the "Prettiest Village in Maine," this home is as convenient as it is peaceful.
The Details:
Minimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!
BEDROOMS: (1) King, (1) Queen
BATHROOMS: (2) Full Bathrooms with shower/tub combos
DOGS PERMITTED? Yes! Up to two adult dogs of most breeds are welcome. Leash or supervision is recommended due to local wildlife and neighboring dog walkers.
LINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservation.
Explore the Region
Wiscasset Village: Explore world-famous lobster rolls, antique shops, and stunning historic architecture just across the bridge.
Waterfront Preserve: Take advantage of the nearby conservation land for birdwatching, hiking, and tidal water access.
Kayaking & Paddling: The waters surrounding Westport Island are a paddler's dream, offering calm inlets and beautiful coastal scenery.
Midcoast Launchpad: You are centrally located for day trips to Boothbay Harbor, the Maine Maritime Museum in Bath, or the rugged lighthouse at Pemaquid Point.
Book your stay and experience the tranquility of Westport Island at Nightwatch!
COTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Add dates for prices
Amenities
Kitchen
Washing machine
Pet-friendly
Free WiFi
Air conditioning
Outdoor space
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House Rules
Check in after 5:00 PM
Minimum age to rent: 30
Check out before 9:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
This home allows up to 2 adult dogs of most breeds
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
We should mention
A car is required for transport to and from this property
About the area
Wiscasset
Located in Wiscasset, this holiday home is in a rural area and by the sea. Castle Tucker and Wiscasset Historic District are local landmarks, and some of the area's attractions include Wiscasset, Waterville and Farmington Railway Museum and Bath Center for the Arts. Chocolate Church Arts Center and Maine Maritime Museum are also worth visiting.

Westport Island, ME
What's nearby
- Monkey C Monkey Do - 12 min drive - 7.9 km
- Wiscasset Historic District - 16 min drive - 10.4 km
- Castle Tucker - 16 min drive - 10.4 km
- Fort Edgecomb State Historical Site - 19 min drive - 12.6 km
- Waterfront Park - 21 min drive - 20.5 km
Getting around
Restaurants
- Circle K - 11 min drive
- McDonald's - 10 min drive
- Jodie’s Cafe & Bakery - 10 min drive
- Dunkin' - 11 min drive
- Sea Basket - 10 min drive
Frequently asked questions
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
29 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jul 2025
10/10 Excellent
Pamela H.
22 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pamela H.
Stayed 4 nights in Aug 2025
About the host
Hosted by Audrey Miller
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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