Family-friendly holiday rentals in Litchfield

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Popular amenities for Litchfield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Appleton
4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars4 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!
Top Guest favourite
Home in Woolwich
5 out of 5 average rating, 41 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

AlecRating, 5 stars2 months ago
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.
Top Guest favourite
Home in Portland
4.97 out of 5 average rating, 217 reviews

Stunning & Spacious 6BR Waterfront House + Hot Tub

DonRating, 5 stars1 week ago
We’re a family of 8, including 3 grandchildren (girls). Meghan’s beautiful antique home has plenty of room for the girls to explore. Additionally, the lower level has a media room the girls claimed for themselves. Kitchens are fully equipped for prepping meals for large families and have modern appliances. Two gathering areas (one on each floor) are well furnished with plenty of seating for large families. Artwork is tasteful and attractive. Our family spent a couple of hours each day in the secluded hot tub. The robes and sandals are a nice touch. Bedrooms are spacious, well furnished with comfortable beds. All three bathrooms are modern and clean. Meghan was very helpful in researching activities suitable for our girls. We are very pleased with the accommodations at Meghan’s home and look forward to returning on our next trip to Portland.
Guest favourite
Treehouse in Georgetown
4.97 out of 5 average rating, 334 reviews

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

LisaRating, 5 stars1 month ago
We loved our stay. It was absolutely magical. We felt so rested and so inspired by our surroundings. We can’t wait to come back. Thank you again, Lisa and Holly
Guest favourite
Home in Newry
4.95 out of 5 average rating, 159 reviews

Brownie- Comfy Modern Ranch Home w/Hot Tub

TimothyRating, 5 stars1 month ago
We love staying at the Brownie. It’s a great home for any active family that appreciates a quiet surrounding. Great home and so close to SR. It can’t be beat.
Top Guest favourite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars5 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!
Top Guest favourite
Loft in Andover
4.98 out of 5 average rating, 169 reviews

Private studio loft, decks and hot tub

DanielleRating, 5 stars3 weeks ago
I was happy to return to stay at Deb's, this time around in the studio loft. It was very spacious and comfortable and included anything that you might want or need. It was a perfect spot for me to rest while watching ski races at Black Mountain for the weekend. Thanks for being a wonderful host once again, Deb!
Guest favourite
Apartment in Topsham
4.87 out of 5 average rating, 546 reviews

Cozy hot tub haven

MadisonRating, 5 stars1 week ago
Great hot tub! Wendy was responsive and helpful. The area is super cute.

Family- and pet-friendly home rentals

Guest favourite
Apartment in Lisbon falls
4.95 out of 5 average rating, 461 reviews

Charming Victorian farmhouse 1880's bedrooms-2

DanielRating, 5 stars1 week ago
Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.
Guest favourite
Holiday home in Bethel
4.97 out of 5 average rating, 116 reviews

The Cape Ann Ranch

AmyRating, 5 stars1 week ago
Comfy, clean, quiet, and spacious place to stay and play some board games before hitting the slopes! We really appreciated the complete stash of cookware and utensils in the kitchen as well. Great location, easy drive to Sunday River. Barry was friendly and communicated promptly regarding check-in and check-out.
Superhost
Home in Portland
4.9 out of 5 average rating, 126 reviews

Charming Portland Colonial, In Town

EmilyRating, 5 stars7 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 favourite
Apartment in East End
4.94 out of 5 average rating, 300 reviews

Monument SWEET!

LaurenRating, 5 stars2 months ago
It was the perfect location for a group of 6. Plenty of space and comfortable common area with a nice large dining table. Wonderful location and very walkable. Host was proactive with communication and very responsive. Highly recommend! Thanks for a wonderful stay and would absolutely return!
Guest favourite
Home in Auburn
4.82 out of 5 average rating, 257 reviews

Unique artist's sun filled farmhouse meets loft

PaulRating, 5 stars1 week ago
Great location and great host! Super interesting and thoughtful artwork, wonderfully close to our destination (daughter visiting Bates college to consider attending there), and a super friendly and helpful host. Can't be beat!
Guest favourite
Apartment in Falmouth
4.96 out of 5 average rating, 153 reviews

Falmouth Waterfront Carriage House Apt

MichaelRating, 5 stars3 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.
Top Guest favourite
Home in Bridgton
4.95 out of 5 average rating, 100 reviews

Beautiful Views, Bridgton Maine

Alexander PRating, 5 stars1 month ago
The moment we walked into this amazing home we felt so welcome. Phil and Jill left a nice bottle of wine and tray of baked delicious cookies. The home had great amenities including the indoor basketball hoop which was a great hit with our grand kids. This home was a lovely representation of family. Phil was so gracious he came twice to snowblow out the driveway and we had a chance to chat confirming that he is a wonderful host . We look forward to spending next year at this great vacation destination. A million thank you’s
Top Guest favourite
Home in Bethel
4.86 out of 5 average rating, 122 reviews

Cozy House in Bethel Village

DevenRating, 5 stars5 months ago
Mitzie & her place were amazing & very accommodating highly recommend!

Family-friendly home rentals with a pool

Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars30 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!
Superhost
Cottage in Poland
4.8 out of 5 average rating, 5 reviews

Campbell Cottage at Poland Spring Resort

SohangRating, 5 stars44 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
Home in Bethel
4.91 out of 5 average rating, 45 reviews

Caribou Run Private Retreat with Mountain Views

RobinRating, 5 stars1 month 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.
Apartment in Falmouth
4.97 out of 5 average rating, 92 reviews

Poolside Suite-Gateway to Portland

John MRating, 5 stars5 months ago
Maryann was friendly, responsive and quick to reply. She left baked goods and coffee out each morning which was a pleasant surprise. The space was easily accessible, private and spotless. We would definitely stay here again
Superhost
Condo in Newry
4.95 out of 5 average rating, 111 reviews

Sunday River Resort Condos @Cascades

KarenRating, 5 stars1 month ago
A good ski in ski out location. Perfect for us. Thank you.
Superhost
Home in Portland
5 out of 5 average rating, 11 reviews

The Hill's on Buttonwood

DanielRating, 5 stars5 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
Home in Bridgton
4.78 out of 5 average rating, 9 reviews

Spacious 4 Bedroom Home/Moose Pond

ChristopherRating, 5 stars70 months ago
Heathers house was perfect for our group. Plenty of games and thing to keep us busy, and Bridgeton really is a wonderful town. Make sure to check out the local shops on Main Street (especially the antique shop!)
Condo in Old Orchard Beach
4.8 out of 5 average rating, 10 reviews

Steps to the beach, Pool, 3rd Floor ocean view

JessieRating, 5 stars8 months ago
We had a great time at Teri’s place. The condo was described exactly, clean and had everything that we needed. The beds and furniture were. very comfortable. The view from the balcony was beautiful with nice chairs set out to enjoy your coffee. It was a 30 second walk to the beach, which was great for having a Toddler. The pool and laundry was a plus. When we head back to OOB we would stay again.

Destinations to explore