Holiday rentals in Hallowell

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Top-rated holiday rentals in Hallowell

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Superhost

Cottage

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!

Superhost

Cabin

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

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.

Guest favourite

Guest suite

4.93 out of 5 average rating, 56 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, daylight basement in lower level of our home. There is a key code box to obtain access, and 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 location anytime of the year.

Guest favourite

Cabin

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

Superhost

Cabin

4.74 out of 5 average rating, 39 reviews

Waterfront Cabin on Rangeley Lake!

True Lyons Cabin 1. Two bedroom, plus sleeping loft, right on Rangeley Lake! Comfy beds and new furnishings! Wonderful little wood stove for those cold nights! 150’ beach with large dock right out front! Large fire pit. Gorgeous views all day long and amazing sunsets! Walking distance to the LOON LODGE & FARM HOUSE Downtown Rangeley 1.5miles away. One bedroom has a queen bed and other has two twins. Loft has full bed. Great WiFi! Brand new Air Conditioning system in entire cabin!

Guest favourite

Home

5 out of 5 average rating, 44 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

Home

4.83 out of 5 average rating, 6 reviews

Tailwinds - Upscale Oceanfront! Stunning Views!

Welcome to Tailwinds in East Boothbay, where you will enjoy stunning sunsets over Linekin Bay from the comfort of this beautifully updated home. Formerly a B&B, this is a perfect place to gather frinds and family with en-suite baths 2 living rooms and a large porch. You will also find all new beds and furniture, luxurious 100% cotton linens, and AC window units in the bedrooms. Located between downtown Boothbay Harbor and Ocean Point, this is a gorgeous spot for your next family vacation!

Guest favourite

Guest house

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

Home

5 out of 5 average rating, 6 reviews

2BR Lake House on 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

Chalet

4.71 out of 5 average rating, 7 reviews

Cozy Mountainside Retreat– Ski& Relax Sunday River

Welcome to Your Summit Retreat Suite! • Large, cozy fireplace • Spacious loft • Well-appointed, eat-in kitchen • Fiber-optic WiFi & Smart TV • Large enclosed back porch • Baby gear & kid-friendly games • Pets considered for additional fee Nestled in the heart of the western Maine mountains, our home is minutes away from top-tier ski resorts: • Mt. Abram (5 minutes) • Sunday River (15–20 minutes) • Black Mountain (30 minutes) We look forward to hosting your group!

Guest favourite

Home

5 out of 5 average rating, 58 reviews

Dream Vacation Home - Full Amenities & Hot Tub

The Bingham House in Bethel / Sunday River is the ultimate vacation home to meet all your needs. Sleeps up to 18 people in 6 bedrooms, 6 bathrooms. Full service amenities include: wifi, 10 HD TVs with premium cable (including HBO), 8-person hot tub, fire pit, billiards room, bar w/ wine fridge, game room, elevator, full kitchen & walk-in pantry, gas grill, fireplaces, parking, free shuttle to Sunday River, crib + high chair + booster seat