
Holiday rentals in Litchfield
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Top-rated holiday rentals in Litchfield
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Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Welcome to The Nest - 1 bed, deck w/bath & parking
Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bar & pizzeria. Willows Awake and The Vista wedding venues w/tasting rooms. Microbrewery’s Grateful Grains & Van der Brew tap rooms w/food trucks & entertainment. Maine turnpike access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates,Bowdoin, Colby, Thomas & Husson. Golfing, boating, antiques, State Parks, hiking/walking trails,beaches & Festivals.

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.

Riverside
Overlooking Kennebec River, Riverside is a perfect setting. Open 365 days per year; 2BR, 1 BA, kitchen, DR/common area. Situates 4 comfortably, 6 with the use of couches, 8 with added use of floor mattresses. Renovated, open concept, our home is wheelchair accessible. We accept Service dogs and will consider family dogs and other pets on a case-by-case; please ask. Owners reside on property in separate building. Outdoor trail cameras and AOSU cams in use to monitor exterior of residence only.

Beautiful lake house on Tacoma Lakes near Coast
Pets NOT allowed to due host severe allergies. Please find a different home if you have a service animal or be charged separate cleaning fee of $800 Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened-in Porch 3 spring fed lakes Private dock Bring boat or local rental Canoe/Kayaks FirePit,Grille, Lawn chairs Provided: linens/towels/soap/shampoo/detergent Smoke-deck only - NO SHOES inside *Must sign separate water front liability waiver after booking No cameras inside or out

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Hallowell Hilltop Home
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Cozy, Efficiency Apartment with Hot Tub
Keep it simple at this peaceful, centrally-located efficiency apartment above our garage. 15 minutes to Gardiner/Augusta, 15 minutes to I95/295. Less than one hour from Portland. Sit by the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and play. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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. Owners live on property with small dog.
Popular amenities for Litchfield holiday rentals
Other great holiday rentals in Litchfield

Quaint & cozy cabin in beautiful wooded setting

Beautiful Lakefront Retreat

Cobbossee lake, waterfront house

Perfectly Located 1 Bedroom

The Round House in Bryant Pond

Cobbossee Lake 3 Bedroom 2 Bath Rental

Your Trail's End in Maine

Modern Cabin: View, Hot Tub, 10 min Walk to Lake
Frequently Asked Questions
Are there family-friendly vacation rentals in Litchfield?
Litchfield has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Litchfield?
Experience the best of Litchfield with our house rentals, starting at about $50 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 Litchfield?
Four-legged friends are welcome in Litchfield. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there house rentals with a dedicated workspace in Litchfield?
Yes! Work meets play with ease at over 10 house rentals in Litchfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Litchfield have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Litchfield have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Litchfield have wifi?
Absolutely! We offer over 20 house rentals with wifi in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Litchfield have free parking?
Absolutely! We offer over 20 house rentals with free parking in Litchfield. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Litchfield

Total holiday rentals
Explore 40 holiday rentals in Litchfield

Nightly prices starting at
Litchfield holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Litchfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Litchfield rentals

4.9 Average rating
Litchfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Litchfield
- House rentals Litchfield
- Waterfront rentals Litchfield
- Rentals with a firepit Litchfield
- Rentals with outdoor seating Litchfield
- Pet-friendly rentals Litchfield
- Rentals with lake access Litchfield
- Rentals with a washing machine and dryer Litchfield
- Family-friendly rentals Litchfield
- Sebago Lake
- Popham Beach, Phippsburg
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Pleasant Mountain Ski Area
- The Camden Snow Bowl
- Rockland Breakwater Light
- Portland Museum of Art
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Camden Hills State Park
- Bug Light Park
- Mt. Abram
- Aquaboggan Water Park
- Cellardoor Winery
- Maine Lighthouse Museum





