Holiday rentals in Smithfield

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Top-rated holiday rentals in Smithfield

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

Guest favourite

Apartment in Carrabassett Valley

4.97 out of 5 average rating, 60 reviews

2BR, 2BA Sugarloaf Mountain Ski-in Ski-out condo

Second-level Sugarloaf Mountain condo getaway! Master bedroom w/ queen bed; upper level open loft bedroom sleeps up to 4 in 1 twin-sized bunk beds + 2 twins; 2 full baths; gas-fireplace; laundry; granite kitchen countertops; & private balcony. Extremely convenient 1-min walk to Snubber chairlift, 30-sec walk to shuttle stop, & easy trail access to Sugarloaf Outdoor Center. Year-round activities: alpine skiing, x-country skiing, snow shoeing, fat biking, mountain biking, golf, hiking, & more!

Guest favourite

Cottage in Embden

4.81 out of 5 average rating, 99 reviews

Gorgeous lakefront, sunsets, kayaks, fire pit

Enjoy breathtaking sunset views from this cozy, quiet waterfront home. Relax and play at our serene lake house, 40 feet from the water. Embden is the 3rd cleanest lake in Maine and our lot is wooded for nice privacy. Fire pit, lounge chairs and hammock at the water's edge. Kayak, paddleboard, swim, yard games, fish or relax! Great golf close by! In the winter warm up by the fire after playing outside (sugarloaf 35 mins) ski, snowmobile, ice fish for salmon! Our driveway accommodates trailers.

Guest favourite

Home in Carrabassett Valley

5 out of 5 average rating, 11 reviews

Mountainside - Ski In/Out Condo

You'll be close to everything in this modern condo. Top of Mountainside Road - walk 1 min to the trail & ski down to Whiffletree lift. Easy to stop for lunch or quick warm up. Après - stroll down to the Village for food & fun! 3 bedrooms (2 queen beds & 4 bunks) Open Kitchen, living & dining room w/ fireplace. Large mudroom for all your gear. Deck overlooking Bigelow Range. Last 6+ years 4.9 star reviews & managed by rental agent. Now Book direct with owner, a Sugarloafer since 1977!

Guest favourite

Home in Carrabassett Valley

4.92 out of 5 average rating, 37 reviews

High End Private Home on Sugarloaf Shuttle Route!

This expansive and family-oriented home is situated on Sugarloaf, offering 5 bedrooms, 4.5 bathrooms, two spacious living areas, and a generously sized kitchen and dining space. Located on the Winter shuttle route and within close proximity to hiking/biking trails, the Carrabassett River and golf course! Enjoy the gas fireplace after a day on the slopes or a game of ping pong with the family! Nestled in the mountains, this exquisite home presents an ideal setting for your upcoming vacation.

Guest favourite

Home in Liberty

4.98 out of 5 average rating, 44 reviews

Peaceful Lakeside Getaway with Hot Tub!

Enjoy our fully renovated, lakeside, four season retreat. During the summer spend time fishing, kayaking, swimming, lounging in the hammock and then escape the heat inside the fully air conditioned house! In any season, unwind in the lakeside hot tub, take in every gorgeous sunset and dark starry night or gather around the campfire. The winter months bring snow shoeing, ice fishing, snuggling up in the living room playing games or watching a movie fireside. There is something for everyone!

Guest favourite

Home in Turner

5 out of 5 average rating, 13 reviews

Little Wilson Pond

Maine lake country home with pond + water crafts in a quiet wooded setting. Forget your worries in this spacious 4 Bd 3.5 Ba serene space. Backing up to Little Wilson Pond, this lovely vacation rental offers endless adventure and relaxation on your next getaway! The 200’ lake frontage and landscaped beach area allow you to take out the kayak or canoe with ease, while the property also includes a few fishing rods and floatation devices. Lost Valley Skiing area is just a few miles away.

Guest favourite

Cottage in South Thomaston

4.95 out of 5 average rating, 100 reviews

Cottage by the sea

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

Guest favourite

Townhouse in Carrabassett Valley

4.98 out of 5 average rating, 47 reviews

Large Luxury Condo On Mountain w/ Amazing Views

Built in 2021, this luxury West Mountain townhouse provides the ultimate year-round Sugarloaf experience with family or friends! Enjoy the entire 4 bedroom, 3.5 bath townhouse conveniently located walking distance to the golf course, free ski shuttle for pickup and drop off to the base lodge (every 20 minutes during ski season), and walking distance to ski trails accessing the west mountain chairlift. This home provides breathtaking views of Crocker Cirque and Bigelow mountains!

Superhost

Flat in Carrabassett Valley

4.5 out of 5 average rating, 4 reviews

Centrally located 1 bedroom condo near Ski Lifts!

This one bedroom condo boasts a prime location at the heart of Sugarloaf. Situated along the shuttle route, it's only a brief walk from the Snubber Midstation lift. Walk to the Shipyard Brew Haus for a refreshing drink, or access the Sugarloaf Fitness Center located across the street, for an additional fee. The condo itself includes a fully equipped kitchen, a cozy living room with a gas fireplace and pull out couch, a full bathroom, and a washer/dryer for your convenience.

Guest favourite

Cottage in Edgecomb

4.98 out of 5 average rating, 247 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Guest favourite

Chalet in Naples

4.96 out of 5 average rating, 105 reviews

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Guest favourite

Home in Cushing

4.95 out of 5 average rating, 125 reviews

Dockside Retreat - Winter discounted pricing

This beautiful, newly renovated home is three bedrooms and two bathrooms, with an open living and dining room waiting to give your family or group of friends the ideal Maine vacation experience! On site parking, a lovely yard, a new sauna on a beautiful deck overlooking the water, nearby fields and steps away from the famous Olson House on one side, you can sit on the deck and overlook the working lobster wharf with fishermen coming and going daily on the other side!

Popular amenities for Smithfield holiday rentals

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