
Holiday houses in Wiscasset
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Top-rated holiday rentals in Wiscasset
Guests agree: these stays are highly rated for location, cleanliness and more.

Tiny A-Frame Romantic Getaway
Camp Lupine is a brand new Luxury 400 sq ft Tiny A-Frame tucked away on a private wooded lot with a small stream just a quarter mile off Coastal Route 1. With Historic Wiscasset, Booth Bay, Bath, Freeport, and Portland all at your fingertips, it’s the perfect romantic getaway. Spend your days exploring coastal Maine and your nights soaking in the hot tub with a glass of Malbec. Stay for a while and explore the growing restaurant scene in Wiscasset and the entire Midcoast region. See you soon!

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!

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.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

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.

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.

Modern Tree Dwelling w/Water Views+Cedar Hot Tub
Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our 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.

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.

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.

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.

The Highland Cottage on Sheepscot
NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens
Popular amenities for Wiscasset holiday rentals
Other great holiday rentals in Wiscasset

Coastal Cotton Cottage on Sheepscot Harbour

The Maine Frame: Modern A-Frame Cabin | Freeport

Holiday Waterfront Getaway

Widener Company Guest Cottage, Village Room

The Cottage

Large, luxurious geodesic dome - 07

Renovated home with amazing waterfront views

Waterviews + Sunsets + Gardens Aglow
When is the best time to visit Wiscasset?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 NZD | $287 NZD | $320 NZD | $313 NZD | $325 NZD | $391 NZD | $411 NZD | $467 NZD | $394 NZD | $329 NZD | $327 NZD | $343 NZD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
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 cottage rentals in Wiscasset?
Experience the best of Wiscasset with our cottage 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 cottage rentals in Wiscasset have air conditioning?
Absolutely! We offer over 10 cottage 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 House Rentals in Wiscasset?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 40 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Wiscasset

Total holiday rentals
Explore 150 holiday rentals in Wiscasset

Nightly prices starting at
Wiscasset holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 7,970 verified reviews to help you choose

Family-friendly holiday rentals
60 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
140 of Wiscasset holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Wiscasset rentals

4.8 Average rating
Wiscasset stays are highly rated by guests—averaging 4.8 out of 5!
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Belgrade Lakes Golf Club
- Willard Beach
- Coastal Maine Botanical Gardens
- Cliff House Beach
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Palace Playland
- Fox Ridge Golf Club
- Hunnewell Beach
- Maine Maritime Museum
- Lighthouse Beach
- Bear Island Beach
- Brunswick Golf Club
- Bradbury Mountain State Park
- The Camden Snow Bowl
- Portland Museum of Art




