Vacation rentals in Highland Lake

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Top-rated vacation rentals in Highland Lake

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Guest favorite

Cottage in Newbury

4.96 out of 5 average rating, 384 reviews

Tranquil Getaway-Dartmouth Lake Sunapee Region

Tranquil, private, cozy home with a beautiful view on a historic country road. Very close and easy access to many activities and services. Including skiing/adventure park at Mt. Sunapee- 6mi; Pats Peak ski area:-12mi; snowmobile trails right outside the door; many hiking/snowshoeing trails just steps outside the door or just a short drive. There are several lakes in the area with public access including the biggest, Lake Sunapee. A lovely, relaxing and beautiful place to stay any time of year.

Nov 29 – Dec 6

G$30,199 GYD per night

Guest favorite

Cabin in Weare

4.92 out of 5 average rating, 253 reviews

Lakefront with 2 paddle boards

Come relax in our gorgeous, peaceful spot on the lake! No children. decks and fire pit. 2 paddle boards. One bedroom w double bed plus one loft w double bed. Cozy living room stocked w boards games, Roku & DVDs. Great WiFi, full kitchen and full bath. 10 minutes from Pats Peak, 30 minutes from Concord. 15 minutes from either direction, are small charming towns w locally owned businesses. No smoking. 3 guest limit! Special packages available. See photos. Fines will be levied for rules broken

Dec 10 – 17

G$32,119 GYD per night

Guest favorite

Cabin in Bradford

4.98 out of 5 average rating, 332 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Oct 29 – Nov 5

G$30,359 GYD per night

Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 182 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

May 2 – 9

G$22,420 GYD per night

Guest favorite

Cabin in Marlow

4.97 out of 5 average rating, 109 reviews

The Birches Cabin, at home in the woods!

The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.

Nov 30 – Dec 7

G$24,837 GYD per night

Guest favorite

Guest suite in Deering

5.0 out of 5 average rating, 223 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Come relax and unwind in this nicely appointed secluded, guest suite. Privacy guaranteed in this smoke free “home away from home”. Country setting surrounded by mountains, lakes, hiking, golfing, Pat's Peak, Crotched Mtn. and Mt. Sunapee. Convenient location for day trips to the seacoast, Concord or Peterborough. Cozy cathedral ceiling bedroom/living room studio, private bathroom, kitchenette/workroom. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Dec 18 – 25

G$18,974 GYD per night

Superhost

Cabin in Stoddard

4.82 out of 5 average rating, 111 reviews

Cozy Cabin with Lake Access

Our cabin is situated in a private, peaceful setting surrounded by trees. Inside you will find a timeless lake house decor and everything you need for a relaxing vacation. A 1/4 mile walk or drive brings you to our private community lake access and boat ramp on beautiful Highland Lake. We offer use of our 3 kayaks (2 single/1 tandem) located next to the boat ramp. Nearby are great hiking trails and quaint villages. This is a wonderful place to unwind and have a truly fun & relaxing vacation!

Sep 16 – 23

G$27,027 GYD per night

Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Feb 23 – Mar 2

G$19,040 GYD per night

Guest favorite

Chalet in Stoddard

4.95 out of 5 average rating, 195 reviews

Highland Haus- Cozy 70s AFrame- two wood stoves

Cozy 1975 A-frame chalet cabin sleeps 4 with a comfortable living space, two wood stoves, and a full kitchen. Located in the rural community of Stoddard. Enjoy the peace and quiet that this area has to offer. Many local hiking, swimming and fishing nearby. It is less than a 2-hour drive from Boston to the Highland Haus! Winter Guests- please note that Shedd Hill rd is very hilly and can be difficult to drive after a fresh snowstorm, all-wheel drive or 4-wheel drive is recommended.

Jul 11 – 18

G$33,953 GYD per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 493 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Sep 26 – Oct 3

G$21,540 GYD per night

Guest favorite

Cabin in Washington

4.9 out of 5 average rating, 191 reviews

Cozy Camp in the woods surrounded by nature.

Hidden camp in the woods surrounded by peaceful nature. In walking distance to Asheulot Lake. Hiking and biking trails right out your door. Beautiful sunsets and lake views off the front porch. In the summer it is perfect for swimming and fishing. Winter time, this camp is located on the NH Snowmobile System. A perfect spot to hop right on the trails. There is also trails for snowshoeing and cross country skiing. The lake is perfect for ice skating and ice fishing.

Sep 18 – 25

G$30,217 GYD per night

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 317 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins.

Nov 7 – 14

G$28,108 GYD per night