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Compare 149 Vacation Homes in Randolph with updated reviews, rates, and availability.

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."
Elegant home right in town with gorgeous water view, deck & interior

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (77)
"clean place listed accordingly "
Private and Calming Waterfront to the Rescue!

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (21)
"Had a huge job nearby, needed a place for 2 employees owners of company and 3 large trucjs to stay the night. Perfection!"
The price is SAR 709
SAR 1,337 total
includes taxes & fees
2 Apr - 3 Apr
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (240)
"Had another great fishing trip with this as our home base! Always clean and comfortable! "
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

Brand New Waterfront Lake House (completed July 2021)

10.0 out of 10, Exceptional, (22)
"We had an amazing week at this property. House was spacious, clean and had everything that we needed. We plan to stay here again next summer! "
Brand New Waterfront Lake House (completed July 2021)

Stunning riverfront home, hot tub, BBQ, woodstove, and washer & dryer

9.8 out of 10, Exceptional, (11)
"This is a beautiful house with gorgeous views of the river. We enjoyed looking out and saw a pair of bald eagles several times. The house was new and clean and well stocked in the kitchen. It includes a hot tub and a washer dryer which is a nice perk. The only downside is that Vacasa was not responsive to our messages. I asked for check in information and did not receive it until I called. I also informed them that the hot tub was not accessible and had snow piled around it. We were only there...
Stunning riverfront home, hot tub, BBQ, woodstove, and washer & dryer

Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

10.0 out of 10, Exceptional, (26)
"The property was as advertised! For a family with little kids, this was a great place to stay. David was helpful and very responsive!"
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

Spectacular Location Reasonably Priced

9.6 out of 10, Exceptional, (29)
"This is the quintessential cabin rental which provides good modern facilities with the vintage Maine camp feel we have always looked for. We will return to our 3rd rental at this property next year. Very satisfied with our experience."
Spectacular Location Reasonably Priced

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.2 out of 10, Very Good, (16)
"Great location! Very nice place"
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Year-Round Lakeside Retreat

9.2 out of 10, Wonderful, (22)
"Plenty of room, great access. Super shower. Very quick response from owners. Very comfortable beds. Great view of pond."
Year-Round Lakeside Retreat

Spacious Country Home w/ Hot Tub, near Colby/Thomas

9.8 out of 10, Exceptional, (19)
"We had an awesome time playing in the snow in the backyard and enjoying the relaxing hot tub. The house accommodated our large family and the host was very responsive and came quickly when we needed help. Will definitely come back "
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (5)
"Did not want to leave. So thankful work took me to this beautiful property. The views did not disappoint. Alyssa and Mike were such a pleasure to work with. Thank you for opening your home away from home for me. My family and I will definitely be back. "
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

Riverfront Sanctuary

10.0 out of 10, Exceptional, (3)
"This was a perfect location and setting for our family stay to attend our nephews wedding. The home has so much character with antique furnishings and a beautiful country setting overlooking the river. The hosts were very accommodating, responsive and a pleasure to deal with. "
Riverfront Sanctuary

Lakefront All Season Home

8.8 out of 10, Excellent, (18)
"Stunning lake views. Sitting on the dock was extremely relaxing. Very close to Bates college which was great. "
Lakefront All Season Home

Find Your Bliss at this Private and Captivating Lakeside Retreat

10.0 out of 10, Exceptional, (20)
"We decided to book this beautiful property to bring our family together for a long weekend to celebrate Thanksgiving together for our first holiday since the passing of our father. This was the perfect spot! The house accommodated all 12 of us easily with plenty of space for more! The hope décor is perfection and the views are priceless! The days we spent there with filled with tears and laughter and reliving fond memories while making new memories. Dan was absolutely wonderful to deal with...
Find Your Bliss at this Private and Captivating Lakeside Retreat

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop

Every window has a spectacular lake view Low fees

10.0 out of 10, Exceptional, (33)
"My fiance and I visited this property with a few friends to celebrate his birthday with a fun-filled ice fishing weekend. Tina was a fantastic host who communicated with us promply and clearly and gave us all the information we needed to settle in and feel at home in her charming lakeside cottage. She was quick to reply to any of our questions and seemed genuinely pleased to have us there. The rental itself was homey and clean, with plenty of room for everyone. Although the lake accessible from...
Every window has a spectacular lake view Low fees

Sunfish Cove is the perfect year round getaway.

10.0 out of 10, Exceptional, (44)
"We spent a long weekend here as a group of 13 adults and found the location to be amenable to everyone’s interests, including skiing and snowboarding, tubing, ice fishing, and day trips to Augusta and Portland. Everything was clean and as advertised on VRBO and furniture covers/blankets were available in nearly every room so our dog was just as welcome. Sleeping quarters were rather tight but the kitchen and living areas were very open and spacious, more than making up for it; in addition the...
Sunfish Cove is the perfect year round getaway.

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

8.8 out of 10, Excellent, (19)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Randolph

Elegant home right in town with gorgeous water view, deck & interior

10.0 out of 10, Exceptional, (11)
"Open floor plan was great for family gatherings.Nice to be on the water and so close to down."
Elegant home right in town with gorgeous water view, deck & interior

Updated lake cottage right on Damariscotta Lake.

10.0 out of 10, Exceptional, (135)
"My mid-October stay at Little Thumb was everything I hoped for and more: plenty of peace and quiet, an immaculate and comfortable place to stay, and beautiful surroundings in which to birdwatch from the dock, read, and take long walks. I especially enjoyed the well-stocked kitchen, comfy queen bed, and big gas heating stove in the living room that kept me toasty, even temps dipped into the 40s. And Natalie certainly deserves her rating as a top host!"
Updated lake cottage right on Damariscotta Lake.

High End Apartment in Downtown Hallowell

10.0 out of 10, Exceptional, (76)
"It was so nice to have family visit us and stay just down the road "
High End Apartment in Downtown Hallowell
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.