
Family-friendly holiday rentals in Litchfield
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Top-rated family-friendly rentals in Litchfield
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Family-friendly home rentals with a hot tub

Raven's Crossing - Kate's Cottage
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!

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

Stunning & Spacious 6BR Waterfront House + Hot Tub
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.

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

Brownie- Comfy Modern Ranch Home w/Hot Tub
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.

Lakefront Log Cabin escape-boats-fishing-hot tub
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!

Private studio loft, decks and hot tub
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!

Cozy hot tub haven
Great hot tub! Wendy was responsive and helpful. The area is super cute.
Family- and pet-friendly home rentals

Charming Victorian farmhouse 1880's bedrooms-2
Cozy and comfortable place to stay while exploring the area. Close to most anything you’d want to do in Southern Maine.

The Cape Ann Ranch
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.

Charming Portland Colonial, In Town
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!

Monument SWEET!
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!

Unique artist's sun filled farmhouse meets loft
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!

Falmouth Waterfront Carriage House Apt
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.

Beautiful Views, Bridgton Maine
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

Cozy House in Bethel Village
Mitzie & her place were amazing & very accommodating highly recommend!
Family-friendly home rentals with a pool

Riverside home in Central Maine near Colleges
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!

Campbell Cottage at Poland Spring Resort
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.

Caribou Run Private Retreat with Mountain Views
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.

Poolside Suite-Gateway to Portland
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

Sunday River Resort Condos @Cascades
A good ski in ski out location. Perfect for us. Thank you.

The Hill's on Buttonwood
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

Spacious 4 Bedroom Home/Moose Pond
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!)

Steps to the beach, Pool, 3rd Floor ocean view
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.
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- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Mt. Abram
- Popham Beach State Park
- Belgrade Lakes Golf Club
- Samoset Resort
- Portland Museum of Art
- Cliff House Beach
- Crescent Beach State Park
- West Shore Sandy Beach
- Pemaquid Beach
- Narrow Place Beach
- Prouts Neck Country Club
- Ferry Road Beach
- Western Beach
- Aquaboggan Water Park
- Big Beach
- Andrews Beach
- Portland Country Club
- Head Beach
- East End Beach
- Woodlands Country Club