Holiday rentals in Woolwich

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Top-rated holiday rentals in Woolwich

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Top guest favourite
A bright eat-in kitchen area features a small wooden table with two chairs. Natural light streams through large windows, providing a view of the lush garden. A washer and dryer are positioned nearby, enhancing the functionality of the space.
Flat in Bath
4.96 out of 5 average rating, 166 reviews

1820s Maine Cottage with Garden

Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Top guest favourite
The image captures an aerial view of a serene landscape with lush green trees surrounding calm waters. The shoreline curves gently, leading to a private dock that extends into the water. A soft sunset glow reflects off the surface, creating a peaceful ambiance.
Home in Georgetown
4.99 out of 5 average rating, 109 reviews

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Guest favourite
A fire pit is positioned near the water's edge, surrounded by two adirondack chairs. The setting sun reflects off the river, casting warm hues across the sky and water. Green trees frame the tranquil scene, creating a peaceful atmosphere.
Home in West Bath
4.89 out of 5 average rating, 158 reviews

Oak Leaf

Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

Top guest favourite
A waterfront view is captured from a deck, showcasing calm waters surrounded by a lush landscape of colorful trees. The bright blue sky reflects on the surface of the creek, while greenery provides a serene foreground.
Home in Bath
5 out of 5 average rating, 127 reviews

Waterfront Farmhouse with Modern Flair!

On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

Top guest favourite
A spacious waterfront view captures the serene Kennebec River, adorned with small islands and surrounded by lush green trees. The sky is bright blue with scattered clouds, reflecting a tranquil natural setting.
Guest house in Bath
5 out of 5 average rating, 167 reviews

Waterfront Sunrise Cove Cottage

Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Not recommended for those with mobility issues. Bathroom is downstairs, bedroom is upstairs. Owners live on property with small dog.

Guest favourite
An aerial view captures a serene point surrounded by calm water, with lush green trees lining the rocky shore. The rocky outcrop extends into the water, providing direct access to the tidal area. The tranquil setting highlights the natural beauty of the landscape.
Home in Harpswell
4.89 out of 5 average rating, 127 reviews

Rising Tide Times - quintessential Maine cottage

Out of State guests please read the Maine State COVID-19 restrictions currently in affect. Classic Maine cottage on the end of a point, surrounded by water on 3 sides provides stunning views. The perfect backdrop for the quintessential cottage vacation. Features spacious decks, direct tidal access for kayaking, and outdoor firepit. 15 min to downtown Brunswick/45 min to Portland. We even have Kayaks onsite for guests to paddle around Cards Cove. Perfect for couples and families!

Top guest favourite
The cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 463 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Guest favourite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.98 out of 5 average rating, 342 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Top guest favourite
A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.
Flat in Boothbay Harbor
5 out of 5 average rating, 133 reviews

Sail Loft: Stunning Upscale Oceanfront on a Pier.

Welcome to Sail Loft, a one-of-a-kind vacation destination in Boothbay Harbor! You can't get any closer to the water than this! Imagine relaxing in style and comfort, right over the ocean, and having views from every window. It's like being on a boat but better! Our newly updated, spotless loft has all the amenities you could want, and is only a short walk to downtown. You will find a great mattress, with cozy bedding and fluffy towels.

Top guest favourite
A two-story home is set on a spacious, grassy lot surrounded by trees. A paved driveway leads to the front, where a walkway is bordered by shrubs and greenery. A serene, wooded backdrop completes the peaceful atmosphere of the property.
Guest suite in Woolwich
4.92 out of 5 average rating, 222 reviews

Private Guest Apartment with separate entrance.

Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking. sitting room with a dining table that looks out onto the deck, queen bedroom, private bathroom with jetted tub and separate shower, fully equipped kitchenette; NEW FURNACE-quiet and efficient.

Top guest favourite
An entryway is displayed, featuring a nautical map mounted on the wall. A wooden bench sits beneath the map, accompanied by a woven bag hanging from hooks. A striped area rug lines the floor, complemented by a pair of sandals positioned nearby.
Guest suite in Bath
4.99 out of 5 average rating, 243 reviews

Bath Historic District Apartment

Located in the Bath historic district, this one bedroom apartment is located just a few blocks from downtown. The apartment has a queen bed in the bedroom and also a queen sleeper sofa in the living room. The home was built in the late 1700's, but with the recent upgrades, it now feels fresh with classic elements. Located in Midcoast Maine, this apartment is an quick drive to the beach, hiking trails and museums.

Top guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 350 reviews

Treehouse with Water Views + Cedar Hot Tub

Experience the airiness of life up among the pines in Georgetown, ME. Unique tree dwelling with cedar hot tub perched atop 21-acre wooded hill sloping to water views. Set in classic coastal Maine village w/ Reid State Park beaches and famed Five Islands Lobster Co. River views from the King size bed, through wall of windows.

Popular amenities for Woolwich holiday rentals

When is the best time to visit Woolwich?

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Avg. price$169 SGD$169 SGD$169 SGD$162 SGD$219 SGD$237 SGD$265 SGD$260 SGD$265 SGD$257 SGD$245 SGD$237 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woolwich?

    Woolwich has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Woolwich?

    Experience the best of Woolwich with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Woolwich?

    Four-legged friends are welcome in Woolwich. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woolwich?

    Yes! Work meets play with ease at over 40 vacation rentals in Woolwich featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Woolwich have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woolwich have a kitchen?

    Absolutely! We offer over 20 apartment rentals with a kitchen in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woolwich have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woolwich have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking in Woolwich. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woolwich

  • Total holiday rentals

    Explore 100 holiday rentals in Woolwich

  • Nightly prices starting at

    Woolwich holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Woolwich holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolwich rentals

  • 4.9 Average rating

    Woolwich stays are highly rated by guests – averaging 4.9 out of 5!

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