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.

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Superhost

Cottage in Windham

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

Home in Woodstock

5 out of 5 average rating, 70 reviews

#1 View Maine~Theater|HTub|Firepit|Xbox|CloseToSki

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Guest favourite

Cabin in Standish

4.83 out of 5 average rating, 35 reviews

Updated home near sandy beach on Sebago Lake

Escape to this charming, pet-friendly Sebago Lake retreat, offering a peaceful getaway for up to 8 guests. This modernly updated 3 bedroom. 1 bathroom is enough space for the whole family. Located just a short walk to the shores of Sebago, enjoy the included kayaks, SUP, beach access, and private dock. At the end of the day, relax in the spacious backyard listening to the tranquil brook running through, or gather around the fire pit creating lasting memories. Only 45 minutes to Portland, Maine!

Guest favourite

Home in Windham

4.93 out of 5 average rating, 117 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Superhost

Apartment in East End

4.92 out of 5 average rating, 74 reviews

East End Rental, Portland, Maine

Visit Portland, Maine! We offer a nicely renovated, quirky, third floor (two flight walk-up) three bedroom living space as a vacation rental. East End - Congress Street, foot of Munjoy Hill, city side (near Otto's East End Cafe). Great area! Very sunny non-smoking building with panoramic views of the city and water! Private, brick side walk and courtyard with zen gardens to relax in. Steps away from bakeries, coffee shops, restaurants, yoga studios and shopping. STR Registration #2018-3625

Guest favourite

Guest suite in Hanover

4.91 out of 5 average rating, 47 reviews

Mystery Mountain View Near many outdoor activities

Put up your feet at this 900 sqft rental unit with 1 large bedroom, full kitchen, media room, sitting room, full bath, dining area, and dart board. Private entrance, lower level of our home. There is a combination box to obtain access, and there is guest parking. 15 minutes to Sunday River and Black Mountain and 20 minutes to Mt. Abram ski resorts. Swimming access at Howard Pond. Skiers, riders, hikers, kayakers, and outdoor enthusiasts would love this mountain location anytime of the year.

Guest favourite

Cabin in Greenwood

5 out of 5 average rating, 12 reviews

All seasons Lake House next to ski areas

Welcome to the Howell’s cabin ! A beautiful and peaceful lake house in the heart of Maine. Located just 5 minutes from Mt Abrahm ‘s ski area , 20 minutes from Sunday River Ski Center, and 15 minutes from Bethel, a charmy town with great restaurants and unique attractions. This has been our family getaway for nearly 40 years. Recently renovated, fully equipped kitchen, tiled bathroom, heating/ AC system, Wi-Fi and a nice deck to enjoy your morning coffee. No suitable for infants under 6

Guest favourite

Home in Peaks Island

5 out of 5 average rating, 40 reviews

Ocean Paradise Sunrise/Sunset Peaks Portland

Wonderful Ocean-front location offers broad, breathtaking views from every room and easy access to the water's edge. Adorable 2 Br, 1.5 BA cottage recently completed, high-quality workmanship. It is a well-appointed year-round island home with radiant heat, Jotul stove, air-conditioning, fabulous deck, security and sprinkler systems, built-ins, stylish kitchen with concrete countertops, hardwood floors,vaulted ceiling in LR. This home is walkable to 'down front' yet removed from congestion.

Guest favourite

Guesthouse in Belfast

4.98 out of 5 average rating, 51 reviews

Adorable cottage 5 minute walk from downtown

Newly custom renovated 1 BR, 2 floor cottage 5 minute walk from downtown, 2 minutes from farmers market & bay. Each floor has a balcony for AM coffee/evening drinks. Loft style master BR connecting bathroom, first floor kitchen/living room combo - full (compact) kitchen - Custom woodwork, great design. Bathroom accessible from 2nd Fl BR. (The couch was recently replaced it’s not the one pictured (it’s actually much more comfortable) Crib available upon request No pets No smoking

Guest favourite

Guesthouse in Islesboro

4.95 out of 5 average rating, 21 reviews

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Guest favourite

Home in Harrison

5 out of 5 average rating, 6 reviews

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

Romantic getaway or peaceful family vacation, this lake house is right on a private beach, and perfect all year round!The beach is literally your back yard! Experience beautiful views while enjoying a cozy outdoor fire. Relax and take amazing sunset pics in the covered hot tub, or unwind indoor w/the sauna and fire place. Cook up a delicious meal in the fully stacked kitchen. Centrally located near hiking trails, and 45min from North Conway outlets. Book now and make memories! ✨

Superhost

Apartment in East End

4.82 out of 5 average rating, 135 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!