Holiday houses in Randolph
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Randolph
Guests agree: these stays are highly rated for location, cleanliness and more.
Cottage in Windham
4.91 out of 5 average rating, 85 reviewsTranquil waterfront cottage
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.
Cabin in Standish
4.83 out of 5 average rating, 35 reviewsUpdated home near sandy beach on Sebago Lake
Sebago Lake area is a new destination for us and we were looking for an AirBnB specifically in the Standish area. We are a family of 5, including 3-teenage boys so it was important to us that everyone had their own bed, and there was space to spread out. This property more than exceeded our expectations. Spacious, exactly as described, beautifully decorated. Each bedroom had comfortable beds with window AC units as well as fans. The fire pit area was so relaxing. Private beach was a short 0.5 mile walk away. Boys loved the paddleboard and kayaks, and the added bonus of a private dock allowed us to rent a pontoon boat for the day. Would definitely recommend this property!
Home in Windham
4.93 out of 5 average rating, 117 reviewsWaterfront Gem walkable to Restaurants!
Amy’s place is just wonderful! She is a great host, and we felt so comfortable staying. The home was clean and quiet and had all the necessities to stay for a week. We will be back!
Apartment in East End
4.92 out of 5 average rating, 74 reviewsEast End Rental, Portland, Maine
Perfect location. Clean place and super easy check in. We’ll be looking to stay here again in the future!
Guest suite in Hanover
4.92 out of 5 average rating, 53 reviewsMystery Mountain View Near many outdoor activities
Elaine and Rick are excellent hosts. Everything was as described if not better. Accommodations were clean and very cosy. Very close for skiing at Sunday River Mountain. We would definitely stay here again.
Cabin in Greenwood
5 out of 5 average rating, 12 reviewsAll seasons Lake House next to ski areas
Had a great stay at the cabin. The lake and surrounding mountains are beautiful. Lake was fun to fish off dock and using canoe. Nearby town Bethel has a few nice restaurants and there are a number of easily accessible day hiking spots nearby. The beds are super comfortable as well. Overall a great stay!
Home in Peaks Island
5 out of 5 average rating, 43 reviewsOcean Paradise Sunrise/Sunset Peaks Portland
Wonderful retreat for a family! Beautiful location, right on the ocean front. We were mesmerized by the beauty of the Atlantic Ocean. Maine has been on our busket list to visit and the Peaks Island wouldn't disappoint! This lovely house has everything you can think of to make vacation as comfortable as possible. The delicious latte in the morning was a treat from Lisa! Thank you for leaving us pleanty of supplies! Tastefully decorated, put together for a restful vacation, every detail is in it is carefully selected to make the house is very cozy and comfortable. It offers lots of sitting space, spacious dining area, comfortable beds, soft blankets. Every window on the front and the sides of the house faces ocean! We fell asleep listening to ocean waves. The sunrise and sunset are on the water right in front of us. Our children enjoyed playing on the rocky beach. We walked along the shore line, bought food and snacks at a local grocery store. Highly recommend this place!
Guesthouse in Belfast
4.98 out of 5 average rating, 51 reviewsAdorable cottage 5 minute walk from downtown
A comfy and cozy place, 2 blocks to downtown Belfast. Very nice amenities.
Home in Harrison
5 out of 5 average rating, 6 reviewsLake House on a Private Beach w/hot tub & sauna
This is place is a gem. The lake is beautiful and the beach is very private. The house has a nice layout and is both spacious and cozy. This was our second year staying here and we plan to come back again! Dina is very responsive and great to work with.
Chalet in Woodstock
4.67 out of 5 average rating, 6 reviewsCozy mountainside retreat, ski Sunday River!
The place was perfect for a Sunday River ski weekend! Close to the mountain and easy to navigate. The hosts were kind, helpful, and easy tow work with.
Home in Bethel
5 out of 5 average rating, 57 reviewsDream Vacation Home - Full Amenities & Hot Tub
It was great to be back at the Bingham house! The home itself is beautiful, historical, family orientated and clean with lots to do! My family and I have enjoyed staying here more than once and would highly recommend to anyone. We had a few maintenance issues that needed taken care of upon arrival but nothing that would deter us from staying again in the future. Thanks Erin!
Apartment in East End
4.82 out of 5 average rating, 136 reviewsFall in LOVE With PORTLAND, MAINE
Nick & Erika’s place was great! Excellent walkable neighborhood, we would definitely stay again!
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Randolph holiday rentals
Other great holiday rentals in Randolph
Cottage in Belgrade
5 out of 5 average rating, 103 reviewsLakefront Home, Sandy Beach, Belgrade Lakes Maine
This property was awesome we were all very happy with the location, amenities, price and host. Hillary was polite and very helpful. This trip almost didn’t happen as our previous reservation was canceled 12 hours before check in from a different host. Luckily Hillary saved the week with her quick response time and answering questions about sleeping situations etc. would stay here again in a heart beat highly recommend!
Home in Gray
4.97 out of 5 average rating, 63 reviewscozy 3 bedroom ranch with deck and screen porch
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Home in Otisfield
4.74 out of 5 average rating, 19 reviewsLog Cabin *15 acres*hunting* snowmobile*skiing
Very nice and comfy place in Otisfield. Exaclty as shown, and ideal for large groups. Totally recomended!!
Home in Hartland
5 out of 5 average rating, 3 reviewsThe Great Moose: lake kayaking in stunning Maine
My kids and I had an amazing time during our Labor Day weekend stay. The neighbors were so friendly and nice. The house was beautiful and had everything we needed. A market nearby for quick things. Beautiful area, access to water was great. We even got to enjoy the Harmony Free Fair and fireworks! Great weekend thank you!
Home in Bath
5 out of 5 average rating, 100 reviewsWaterfront Farmhouse with Modern Flair!
This was absolutely the perfect spot to spend a cozy New Year's visit. The views all around are breathtaking and the house is set far back from the road and very quiet. And the house was absolutely pristine. If you are like me and are picky about your bedding I can assure you that you won't be disappointed! The mattresses and pillows were super comfy and the sheets were lovely! You will rest so well! Also - if you have the opportunity, definitely visit Reid State park. It's about 25 minutes away and absolutely worth the trip.
Home in Naples
5 out of 5 average rating, 56 reviewsCharming 3 BR + Loft & Workspace - Close to Sebago
Jared was a responsive and welcoming host. From the beginning, he was curious about our check in and our overall stay; he always wanted to be available if needed and gave multiple recommendations for our weekend. His house was welcoming and warm, and had everything my family needed. The area was beautiful and my family is already discussing coming back next year. If you’re thinking about a trip to Maine, this home should definitely be a consideration!
Cabin in Madison
4.93 out of 5 average rating, 43 reviewsSingle family on 30 acre in ME,ski,snowmobil,trail
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Home in Windham
4.92 out of 5 average rating, 13 reviewsSebago Lake Beach Paradise
We had an absolutely wonderful stay at this house! The location was perfect, offering easy access to all the local attractions and amenities. The house itself was clean, comfortable, and beautifully decorated, making it feel like a home away from home. The hosts were fantastic—always responsive and ready to answer any questions we had, which made our stay even more enjoyable. Their hospitality truly stood out, and we felt well taken care of throughout our visit. We wouldn’t hesitate to stay here again and highly recommend it to anyone looking for a great place to stay in the area. Thank you for a memorable experience!
Destinations to explore
- China Holiday rentals
- Portland Holiday rentals
- Bar Harbor Holiday rentals
- Mid-Coast Holiday rentals
- Southern Maine Coast Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Cape Cod Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom