Family-friendly vacation rentals in Litchfield

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Popular amenities for Litchfield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.
Cabin in Appleton
4.89 out of 5 average rating, 306 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars2 months ago
Lori’s is exactly what we need while visiting family over a holiday. She is very gracious to host us over Thanksgiving as the last occupants of the year. Even during a snow storm, her place is cosy and beautiful. This is our second year coming, and we love it every time. We would recommend it for those looking for a charming getaway from busy life. Thanks Lori!
Guest favorite
A warm interior scene highlights rich hardwood flooring and original wooden trim. To one side, a cozy seating area features a light grey sofa. In the background, a dining table surrounded by chairs complements a wooden sideboard, which showcases glass-paneled cabinets.
Home in Portland
4.97 out of 5 average rating, 213 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

ElizabethRating, 5 stars3 weeks ago
Meghan’s house was the perfect place for our girls weekend! Meghan was great at communicating and even came and shoveled us out in the morning when we got snow over night! Couldn’t have had a better stay!
Guest favorite
A wood-fired cedar hot tub sits on a deck, surrounded by trees. Two folding chairs are placed beside the hot tub, offering a serene spot for relaxation. The structure's screened-in porch provides a view of the surrounding nature.
Treehouse in Georgetown
4.97 out of 5 average rating, 331 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

NicoleRating, 5 stars1 month ago
We had an amazing weekend away. I’m looking forward to returning in all of the seasons so we can take full advantage of the property and it’s offerings
Guest favorite
A hot tub is positioned on a wooden deck, with bubbling water visible. The background reveals colorful autumn foliage and rolling hills, providing a scenic view of the outdoor landscape.
Home in Newry
4.95 out of 5 average rating, 158 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

KateRating, 5 stars2 weeks ago
We loved our time at this house. Minutes from the ski base, and only 10 minutes from Bethel. It is a pet friendly house (and we brought our dog), yet is very clean. I am allergic to most cats, and did not have any allergy issues, nor was there any evidence of pet fur in the upholstery or rugs. We were a full house up for a long ski weekend. There was plenty of hot water when we all showered between skiing and dinner. The kitchen is well stocked and has a huge pantry for storing groceries, keeping the counters available for cooking and serving. The living room comfortably held all of us for reading, movies, and games by the fireplace. Plenty of parking for at least four vehicles. The mudroom was great for our skis, poles, and boots, and has cubbies for helmets. The owners/managers were super helpful and responsive. When we couldn’t locate the crockpot, they brought us one very quickly. All in all, we highly recommend Brownie and the Sunday River Co.
Guest favorite
A spacious log cabin is featured, set in a natural landscape surrounded by trees. A wide wraparound deck is accessible via a wooden ramp, leading to a welcoming front door. Lush greenery and decorative plant beds border the cabin, complementing its rustic charm.
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars3 months ago
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!
Guest favorite
A wooden picnic table is set on a grassy area, surrounded by several chairs. A fire pit is positioned nearby, with a shaded house visible in the background, framed by trees and lush foliage.
Loft in Andover
4.98 out of 5 average rating, 165 reviews

Private studio loft, decks and hot tub

LeahRating, 5 stars2 weeks ago
Had a great stay Deb's place in Andover. Plenty of space for our group of 3. The hot tub was perfect after two days of skiing and hiking. We also enjoyed getting takeout from Mills Market. Deb is a very friendly host and we had a great stay.
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 543 reviews

Maine Stay with private hottub, near Brunswick

DebRating, 5 stars3 weeks ago
Wendy is absolutely amazing, she’s the sweetest I absolutely loved her and her rental i couldn’t have chosen a better place I’ll absolutely be visiting again
Guest favorite
Home in Waterford
4.84 out of 5 average rating, 237 reviews

Maine Lakes Region house (private hot tub)

HollyRating, 5 stars3 weeks ago
Paul's house was wonderful! It smelled so fresh when we arrived and was very clean. The house was more spacious than i expected. It was just us two of but could absolutely fit another couple and a few kids with plenty of privacy. We really enjoyed fires in the wood stove with firewood provided. The soaks in the hot tub were amazing! The beach towels were greatly appreciated for wrapping up in to hurry in from the cold! We had fun grilling in the snow and found everything we needed in the kitchen. We felt right at home. Our dog had a blast playing in the big backyard too! Paul has great communication and was very fast to respond. Paul's vacation home is perfect place to relax and unwind! Thank you for sharing your beautiful Maine getaway Paul!

Family- and pet-friendly home rentals

Guest favorite
Apartment in Lisbon falls
4.95 out of 5 average rating, 456 reviews

Charming Victorian farmhouse 1880's bedrooms-2

ElizabethRating, 5 stars2 weeks ago
A very nice place to stay we were looking forward to a couple of the restaurants however trying to find something on a Monday night was next to impossible. Other than that, it was a great stay.
Guest favorite
A living room is presented with a red sofa and a black armchair, complemented by a wooden coffee table and a patterned area rug. Colorful art prints adorn the walls, while natural light filters through a window, creating a warm and inviting atmosphere.
Apartment in East End
4.93 out of 5 average rating, 347 reviews

Haven on the Hill

CourtneyRating, 5 stars4 months ago
We had a lovely time in this apartment! The neighborhood is quiet but convenient to so much that Portland has to offer. The space was cute and comfortable - perfect home base for our family of 4 while we explored town.
Guest favorite
A bright dining area is defined by a wooden table surrounded by mismatched chairs. Large windows provide natural light, and potted plants add a touch of greenery. A simple piece of wall art enhances the space, complementing the warm wooden flooring.
Apartment in East End
4.97 out of 5 average rating, 449 reviews

Bright and cozy Munjoy Hill neighborhood apartment

LauraRating, 5 stars1 month ago
Such a perfect location! We were able to visit many fun places in Portland. I really appreciate how dog friendly it was!
Guest favorite
A spacious living area is highlighted by a brown leather sectional sofa, complemented by a small wooden stool. Nautical maps adorn the walls, alongside a ship's wheel, offering a coastal theme. Natural light fills the room through large windows, creating a bright atmosphere.
Vacation home in Bethel
4.96 out of 5 average rating, 112 reviews

The Cape Ann Ranch

JoAnneRating, 5 stars6 days ago
We enjoyed staying at the Cape Ann Ranch while we spent a weekend skiing at Sunday River. Barry was very accommodating and let us arrive a little earlier than expected due to an incoming snowstorm that change our plans a bit. We had a great long weekend in Bethel.
Superhost
A well-lit living room features a large area rug with intricate patterns, flanked by a red armchair and a blue armchair. Natural light streams through sheer curtains, illuminating the space. A television is mounted on the wall, and a wooden table adds character to the room.
Home in Portland
4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

EmilyRating, 5 stars5 months ago
We loved our stay at Katie's house in Portland. It was very comfortable, clean and nicely decorated. We would love to stay again soon!
Guest favorite
A light-filled living area features large windows adorned with potted plants, providing a welcoming atmosphere. A comfortable gray sofa with colorful cushions invites relaxation, while a coffee table sits nearby. The ceiling showcases rustic wooden beams, enhancing the space's cozy aesthetic.
Home in Auburn
4.81 out of 5 average rating, 255 reviews

Unique artist's sun filled farmhouse meets loft

AdamRating, 5 stars1 month ago
My family and I loved staying at Tanja's home, which is saying something as my family members can be quite particular! Tanja was extremely communicative and amenable to my requests for check-in and check-out. Her place is impeccable and all of us LOVED her collection of artwork and eclectic curios throughout each space--we could come back again and probably find more things we didn't notice after staying for over a week! Tanja had thought of everything, putting a lot of effort into the home's details so that I was left wanting for nothing. My family also loved listening to records throughout the day and evening. A great place for a long-term stay: I found myself saying that I was going back "home" after a long day out. Thanks so much, Tanja! We'd love to come back the next time we're in the area.
Guest favorite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth
4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

MichaelRating, 5 stars2 months ago
I have stayed at Anne’s place many times. Anne and her husband are always very nice and friendly. The apartment is spotless, comfortable and you can’t beat the location, just up the hill from charming Falmouth Town Landing and beach and an easy drive to downtown Portland.
Guest favorite
A charming red two-story house stands amid greenery, featuring a covered porch and neatly trimmed shrubs. An American flag is displayed prominently. Power lines are visible, and the sunny sky provides a bright backdrop, enhancing the welcoming exterior of the home.
Home in Bethel
4.86 out of 5 average rating, 122 reviews

Cozy House in Bethel Village

DevenRating, 5 stars3 months ago
Mitzie & her place were amazing & very accommodating highly recommend!

Family-friendly home rentals with a pool

A grassy area features lounge chairs positioned for relaxation, surrounded by lush greenery. A stone border creates a natural division, with a deck leading towards the home. In the background, a swimming pool is partially visible, offering a refreshing option for warm days.
Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars29 months ago
Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!
Guest favorite
A spacious living area features warm wooden paneling and a soft white sofa with decorative pillows. A recliner is positioned nearby, while a wooden coffee table rests in front. The open layout includes a kitchen area with bar seating and light-colored cabinets, creating a welcoming environment.
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars2 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Superhost
Cottage in Poland
4.8 out of 5 average rating, 5 reviews

Campbell Cottage at Poland Spring Resort

SohangRating, 5 stars43 months ago
We loved the old building with so much charm and character. The place was clean and well furnished. The surrounding is beautiful and location is convenient. Plenty of beds, but remember, they are all narrow twins. No queen bed in any room. More of a dorm set up in each room. Kitchen has enough utensils, plates and silverware for 20. But carry your own spices and condiments- including oil, salt and sugar. This house is part of Poland Spring Inns and Resorts.
Superhost
A vibrant play structure is presented, featuring a green slide, swings, and a climbing frame. The equipment is set on a grassy area, surrounded by trees under a clear blue sky, offering an inviting space for outdoor play.
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars1 week ago
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.
Superhost
Tiny home in Harrison
4.9 out of 5 average rating, 298 reviews

Million $ views, Hot Tub, Waterfront, 14 acres WOW

CaitlynRating, 5 stars1 day ago
Amazing quiet little getaway even in the cold windy winter the hot tub made for fantastic nights to be able to be outside and look at the stars, will definitely book again
Superhost
Home in Newry
4.56 out of 5 average rating, 18 reviews

Sunday River Condo - Brookside I A-408

DylanRating, 5 stars1 day ago
No frills but perfect for what we needed. Easy ski in and ski out. Kitchen is a bit tight and very little cooking stuff but otherwise comfortable and great for a ski weekend
Guest favorite
An indoor heated swimming pool is framed by large windows, allowing natural light to illuminate the water. The pool area includes a ladder for easy access, and the surrounding space is designed with tile flooring for a clean, inviting atmosphere.
Condo in Newry
4.94 out of 5 average rating, 109 reviews

Sunday River Resort Condos @Cascades

DavidRating, 5 stars2 weeks ago
The condo is right on the mountain, super accessible to the ski lift at Sunday river. Can't wait to go back!
Guest favorite
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars3 months ago
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Destinations to explore