Holiday rentals in Wiscasset

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Top-rated holiday rentals in Wiscasset

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Top guest favourite
A scenic view is captured from the deck, showcasing the tranquil waters of Jones Cove with lush greenery lining the shore. In the distance, small islands are visible under a clear blue sky, creating an inviting atmosphere for relaxation.
Guest house in South Bristol
4.98 out of 5 average rating, 435 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Guest favourite
The sleeping area features a full-size bed dressed in soft bedding, positioned under an angled ceiling. Natural light floods in through multiple windows adorned with lace curtains. A cozy armchair sits beside a nightstand, completing the warm and inviting space.
Cottage in Edgecomb
4.89 out of 5 average rating, 111 reviews

Coastal Sunset Cottage 1 bed, Kitchenette, Deck

Welcome to the Coastal Sunset Cottage where you can watch the sunset from your deck with views of Cod Cove and Sheepscot River! Leave the city behind and escape to the lush coastal forests of Edgecomb to stay at this charming studio. The 1-bathroom cottage boasts a well-equipped kitchenette, smart TV, and furnished balcony for unwinding after the day's adventures including Fort Edgecomb, Wiscasset, Boothbay Harbor, Damariscotta, and the famous Reds Eats. Come see what Coastal Maine has to offer!

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, 161 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!

Guest favourite
The living area features a spacious, neutral-toned sofa and a modern accent chair. A natural wood coffee table sits on a patterned rug. Light-colored walls enhance the airy feel, while exposed wooden beams add character. Natural light filters through wide windows, illuminating the space.
Flat in Richmond
4.9 out of 5 average rating, 244 reviews

Designers Dream 1br Apt where class meets relax!!!

This Designers Dream 1br apartment is located in the quintessential small Maine town of Richmond. Open the door feast your eyes on this truly unique and beautiful spot and get ready to relax or explore! Richmond is home of Swan Island a great spot to explore via kayak or canoe or just grab the ferry! We're 45 min to all downtown Portland has to offer. We are an hour to Booth Bay Harbor and the beautiful botanical gardens. Popham beach is 45 min away, one of the most amazing beaches in state.

Top guest favourite
A bright living area is visible, featuring a light-colored sofa and a comfortable armchair. A wooden dining table with two chairs occupies the foreground. Windows allow natural light to illuminate the space, while soft curtains frame the views of the surrounding forest.
Loft in Edgecomb
4.92 out of 5 average rating, 367 reviews

Cozy Forest Loft (15 min to 3 cute towns)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

Top guest favourite
A charming white cottage with a sloped roof is situated near the water's edge. Orange window boxes add a pop of color to the exterior, while a stone patio features several wooden chairs. Lush greenery surrounds the property, providing a natural backdrop.
Home in Bath
4.91 out of 5 average rating, 377 reviews

Gorgeous Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Top 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, 341 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 charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.
Cottage in Wiscasset
4.88 out of 5 average rating, 296 reviews

Waterscape Cottage - private waterfront

This is where you want to stay! Away from all the traffic and noise of HWY 1, down a long driveway but super close to the village. Perched on the hillside with elevated panoramic views of the river and Wiscasset Harbor. This adorable little building is post and beam construction - comfy, quiet, peaceful on 34 acres of woodlands and river front. Want to squeeze in more kids? Talk to us. 2 quiet nonaggressive furry friends welcome. $20 per nt. paid on arrival.

Top guest favourite
Townhouse in Wiscasset
4.98 out of 5 average rating, 176 reviews

Retreat at Sea Cloud Cottage in Historic Wiscasset

Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

Top guest favourite
A spacious studio apartment features wooden paneling and warm lighting. A queen bed with white linens is flanked by two bedside tables with lamps. A small breakfast nook with a checked tablecloth is visible, along with a desk and wooden chair.
Guest suite in Damariscotta
4.93 out of 5 average rating, 243 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Top guest favourite
Serviced apartment in Wiscasset
5 out of 5 average rating, 133 reviews

Historic Elegance at The Sunken Garden Stay

Situated in "The Prettiest Village in Maine," The Sunken Garden Stay is a stunning apartment that overlooks the historic Sunken Garden landmark. This 1784 Colonial home is beautifully presented, offering a lovely balance of open plan living and cozy, comforting space, capturing the essence of a significant time period in history. For your comfort, it has all the modern amenities of today, providing a blend of old-world charm and modern convenience.

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, 219 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.

Popular amenities for Wiscasset holiday rentals

When is the best time to visit Wiscasset?

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Avg. price$224 SGD$211 SGD$235 SGD$229 SGD$238 SGD$286 SGD$301 SGD$342 SGD$289 SGD$241 SGD$240 SGD$251 SGD
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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 70 vacation rentals in Wiscasset featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Wiscasset?

    Four-legged friends are welcome in Wiscasset. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Wiscasset?

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

  • How much does it cost to stay in cabin rentals in Wiscasset?

    Experience the best of Wiscasset with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Wiscasset have wifi?

    Absolutely! We offer over 40 apartment rentals with wifi in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wiscasset have air conditioning?

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

  • Do house rentals in Wiscasset have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Wiscasset?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wiscasset

  • Total holiday rentals

    Explore 140 holiday rentals in Wiscasset

  • Nightly prices starting at

    Wiscasset holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,280 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Wiscasset holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Wiscasset rentals

  • 4.9 Average rating

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

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