Holiday houses in Raymond

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Top-rated holiday rentals in Raymond

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Guest favourite

Guest suite in Bridgton

4.98 out of 5 average rating, 164 reviews

Barn on Pleasant-walk to town

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

5 – 12 June

$1,826 AUD total

Guest favourite

Guest suite in New Gloucester

4.98 out of 5 average rating, 171 reviews

Peaceful Lakeside Suite w/Firepit and Kayaks

Open the double doors of your suite for direct access to a beautiful Maine lake. With a private entrance, the open concept apartment is in the walk-out basement of our log-cabin style home. Includes a kitchenette, private bathroom, enclosed unheated porch, large flat screen TV with DirecTV, washer & dryer. A patio with firepit is available (except when snow-covered). You may swim and use our kayaks and other boats, in season, at your own risk. Nice views. Quiet and peaceful. Enjoy star-gazing.

2 – 9 May

$1,297 AUD total

Guest favourite

Cottage in Raymond

4.95 out of 5 average rating, 22 reviews

Relaxing New England Lakeside Getaway

Newly remodeled lake front cottage with modern upgrades A peaceful lake perfect for relaxing, reading, morning coffee, and all things water related - swimming, all types of boating, paddle board, etc. Private dock, outside fire pit, grill, and deck Quartz counter tops, stainless steel appliances, and gas range stove along with a dining table make for a perfect setting for those who love cooking 15 min to Naples and 40 to Portland for nightlife Great for a romantic getaway or place to work!

14 – 21 Oct

$3,012 AUD total

Guest favourite

Guest suite in Raymond, Maine

4.91 out of 5 average rating, 122 reviews

Rustic knotty pine getaway

lovely completely newly remodeled 2 bedroom 1-1/2 bath completely private upstairs unit with kitchen and private screened in deck. It has a private entrance with plenty of off street parking. located in Maine's lake region area. Walking distance to Raymond beach on Sebago lake. 5 miles to restaurants, shopping and local entertainment. 15 Miles from Portland. 30 to 60 minutes to winter skiing. Kayak, boat, and jet ski rentals nearby. 30 minutes to casino. Electric Vehicle charging on site.

16 – 23 June

$2,896 AUD total

Guest favourite

Home in Windham

4.95 out of 5 average rating, 63 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.

26 Jan – 2 Feb

$2,156 AUD total

Guest favourite

Cottage in Raymond

4.9 out of 5 average rating, 90 reviews

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, camp fire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

10 – 17 Oct

$2,276 AUD total

Guest favourite

Cabin in Raymond

4.93 out of 5 average rating, 144 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

7 – 14 Oct

$2,261 AUD total

Guest favourite

Apartment in Casco

4.9 out of 5 average rating, 30 reviews

Country Village Getaway

Cozy, second floor studio apartment with fully equipped kitchen, full bath, open living, dining area combo. Steep stairs to sleeping loft bedroom with a full size bed and bureau. Daybed in living room could sleep one. Added to the 1860's farmhouse in the 1980's, the apartment has a cozy, warm charm of it's own with it's cathedral ceilings, knotty pine, interior, and seasonal lake views. Walk to public beach, boat launch, and all village amenities. 45+/- minutes to skiing.

16 – 23 Sept

$1,353 AUD total

Guest favourite

Farm stay in Gray

4.88 out of 5 average rating, 240 reviews

The Retreat at Crystal Lake Farm

This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

16 – 21 June

$1,807 AUD total

Guest favourite

Guesthouse in Windham

5.0 out of 5 average rating, 216 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

22 – 29 May

$1,585 AUD total

Guest favourite

Guest suite in Windham

4.92 out of 5 average rating, 151 reviews

Millers Private Studio on Highland Lake

If you're looking for a quiet, cozy getaway with private Highland Lake access this is the place for you. Private deck to enjoy your morning coffee, close to everything but in a country setting. 15 minutes from 95, Portland ME and Sebago Lake Region. Small boat launch available, Swimming & Fishing . Large back yard and a great window view of the lake. Wifi 100(mbps) for a work from home atmosphere.

1 – 8 Jan

$1,449 AUD total

Guest favourite

Cabin in Raymond

4.96 out of 5 average rating, 164 reviews

Idyllic Lakeside Cabin

Situated on a beautiful lake with 350 feet of private shoreline the cabin is ideal for family gatherings or a small group of friends, it is not available for parties and events. A seven day minimum stay is required for summer months. Cozy up with board games, a book and enjoy the tranquility. We have firewood on the property for you to use. The docks are not in the water from October to April.

9 – 16 Feb

$5,753 AUD total