Holiday houses in Randolph

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Top-rated holiday rentals in Randolph

Guests agree: these stays are highly rated for location, cleanliness and more.

Superhost

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

Jo-AnnRating, 5 stars4 months ago
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.
Superhost

Cabin in Standish

4.83 out of 5 average rating, 35 reviews

Updated home near sandy beach on Sebago Lake

StefanieRating, 5 stars5 months ago
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!
Guest favourite

Home in Windham

4.93 out of 5 average rating, 117 reviews

Waterfront Gem walkable to Restaurants!

SusanRating, 5 stars1 month ago
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!
Superhost

Apartment in East End

4.92 out of 5 average rating, 74 reviews

East End Rental, Portland, Maine

GregoryRating, 5 stars4 months ago
Perfect location. Clean place and super easy check in. We’ll be looking to stay here again in the future!
Guest favourite

Guest suite in Hanover

4.92 out of 5 average rating, 53 reviews

Mystery Mountain View Near many outdoor activities

LisaRating, 5 stars1 week ago
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.
Guest favourite

Cabin in Greenwood

5 out of 5 average rating, 12 reviews

All seasons Lake House next to ski areas

GeorgeRating, 5 stars3 months ago
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!
Guest favourite

Home in Peaks Island

5 out of 5 average rating, 43 reviews

Ocean Paradise Sunrise/Sunset Peaks Portland

SvetlanaRating, 5 stars4 weeks ago
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!
Guest favourite

Guesthouse in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

LarryRating, 5 stars1 month ago
A comfy and cozy place, 2 blocks to downtown Belfast. Very nice amenities.
Guest favourite

Home in Harrison

5 out of 5 average rating, 6 reviews

Lake House on a Private Beach w/hot tub & sauna

JasonRating, 5 stars3 months ago
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.
Superhost

Chalet in Woodstock

4.67 out of 5 average rating, 6 reviews

Cozy mountainside retreat, ski Sunday River!

DavidRating, 5 stars1 week ago
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.
Guest favourite

Home in Bethel

5 out of 5 average rating, 57 reviews

Dream Vacation Home - Full Amenities & Hot Tub

MaryRating, 5 stars2 weeks ago
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!
Superhost

Apartment in East End

4.82 out of 5 average rating, 136 reviews

Fall in LOVE With PORTLAND, MAINE

BarbaraRating, 5 stars1 week ago
Nick & Erika’s place was great! Excellent walkable neighborhood, we would definitely stay again!

Popular amenities for Randolph holiday rentals

Stay near Randolph's top sights

Kennebec River Rail Trail13 locals recommend
A1 Diner12 locals recommend
Sun Sun6 locals recommend

Other great holiday rentals in Randolph

Guest favourite

Cottage in Belgrade

5 out of 5 average rating, 103 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

SarahRating, 5 stars2 months ago
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!
Guest favourite

Home in Gray

4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars1 month ago
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.
Superhost

Home in Otisfield

4.74 out of 5 average rating, 19 reviews

Log Cabin *15 acres*hunting* snowmobile*skiing

LuisRating, 5 stars3 months ago
Very nice and comfy place in Otisfield. Exaclty as shown, and ideal for large groups. Totally recomended!!
Superhost

Home in Hartland

5 out of 5 average rating, 3 reviews

The Great Moose: lake kayaking in stunning Maine

KevinRating, 5 stars4 months ago
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!
Guest favourite

Home in Bath

5 out of 5 average rating, 100 reviews

Waterfront Farmhouse with Modern Flair!

AliciaRating, 5 stars4 weeks ago
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.
Guest favourite

Home in Naples

5 out of 5 average rating, 56 reviews

Charming 3 BR + Loft & Workspace - Close to Sebago

AbbyRating, 5 stars3 months ago
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!
Guest favourite

Cabin in Madison

4.93 out of 5 average rating, 43 reviews

Single family on 30 acre in ME,ski,snowmobil,trail

IrinaRating, 5 stars1 week ago
Great location and place for short stay. The house is equipped with all necessary tools for comfort staying.
Guest favourite

Home in Windham

4.92 out of 5 average rating, 13 reviews

Sebago Lake Beach Paradise

AnnalisaRating, 5 stars1 month ago
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

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Randolph