THE COZIEST AND MOST PICTURESQUE RENTALS IN NEW ENGLAND

Welcome to your next Staycation. Relax and unplug in some of the most picturesque rentals in New England. I’ve been peeping through Instagram and Airbnb to find the coziest spots for your next New England adventure. So grab your bonfire pals and your comfiest pair of sweatpants, and prepare to escape into your personal outdoor fantasy. If you are planning a trip to New England through the summer or Fall Foliage, book early to make sure you grab these amazing staycation spots before they are all taken!

Before you go, be sure to check out my Google Maps of Vermont, New Hampshire, Maine, and more to help plan your route around the areas and to give you a visual of where each rental is located in relation to your outdoor adventure! And if you are planning to visit New Hampshire during Fall Foliage, grab a copy of my New Hampshire Fall Foliage Guide that will take you on the best trails, off-the-road stops, and the exact GPS locations to some of New Hampshire’s most picturesque gems.

VERMONT

Alpine A-Frame

Located in Wilmington, Vermont, the Alpine A-Frame is a stunning mid-century cabin right down the road from Lake Raponda. Amenities include an indoor fireplace, wifi, a fully usable kitchen, lake access, fire pit, outdoor dining area, EV charger for an electric car, and so much more. There is not a TV or laundry at this property, but luckily board games are perfect for a cozy cabin stay and there is a laundry mat nearby!

Airbnb; @alpineaframevt

Sage House at Camp Wildwood

Located in Chester, Vermont, the Sage House at Camp Wildwood is a brand new micro tiny house village central to the best attractions in Southern Vermont! Skiing, hiking, dining….and a barrel sauna and private pond are available to their guests!

Airbnb; @campwildwoodvt

Camp Mt. Holly

Located in Mount Holly, Vermont, Camp Mt. Holly is a private, 16-acre cabin retreat in the Green Mountain National Forest! Camp Mt. Holly features mid-century modern decor, modern amenities, a wood stove, fire pit, private trails, and river (complete with a secret spot to wade in the water). Only 15 minutes to Okemo Mountain and the town of Ludlow, which features some of the best restaurants, bars, and shopping in central Vermont!

Airbnb; @campmtholly

Honeycrisp Cottage

Located in Putney, Vermont, Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom.

Airbnb; @honeycrisp_cottage

The Kingdom A-Frame

Located in Burke, Vermont, The Kindom A-frame is your perfect stop for adventure or a peaceful weekend getaway. The Kingdom A-Frame is located minutes away from the Kingdom Trails, Burke Mountain, Lake Willoughby, and across the street from the VAST trail. With picturesque views from our street and all the amenities, you may never want to leave the a-frame.

Airbnb; @thekingdomframe

Black A-Frame – Mod Cabin In The Woods

Located in Wardsboro, Vermont, The Black A-Frame is a private A-Frame on 7 acres w/hot tub! Only 7.5 Miles to Mt Snow and 12 Miles to Stratton, this gorgeous cabin includes a modern kitchen fully stocked and open to the living/dining room with a cozy wood-burning fireplace, 2 bedrooms on 1st floor (1 kid-friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Airbnb; @blackaframevt

Tanglebloom Tiny Cabin

Located in Brookline, Vermont, the Tanglebloom Tiny Cabin is the ideal place for reconnecting with nature, a favorite person, and simple joys. Experience an unforgettable stay in our handmade open-air sleeping cabin, tucked into a forested grove on Vermont’s Tanglebloom Flower Farm. Comfortably immersed in nature, it’s camping, elevated.

Airbnb; @tanglebloom_cabin

Stone City Treehouse

Located in Hardwick, Vermont, you will feel the stresses of life wash away as you sway in the trees and listen to the sounds of the beautiful stream just feet from the treehouse deck. You’ll never want to leave! Enjoy a bit of solitude or some special alone time with a loved one. It’s hard to beat Stone City Treehouse to make your time away special!

Airbnb; @stonecityvermont

Green Mountain Modern House

Located in Jamaica, Vermont, the Green Mountain Modern House is a unique, contemporary home is in the heart of the Green Mountain National Forest. Amenities include beautiful mountain and river views, laundry, a hot bathtub, indoor fireplace, dedicated workspace with wifi, an outdoor fireplace and dining place, private sauna and so much more!

Airbnb; @greenmountainmodernhouse

The Green Mountain Tiny House

Located in Jamaica, Vermont, the Green Mountain Tiny house is a unique vacation rental offering contemporary, Vermont farmhouse luxury near the Green Mountains. Amenities include wifi, laundry, an outdoor fire pit, and dining area, hot tub, full kitchen set up and so much more!

Airbnb; @greenmountaintinyhouse

The Summit House

Located in Stowe, Vermont, The Summit House is a completely renovated A-Frame cabin less than 1 mile to downtown Stowe. Wake up to views of the morning light casting through the forest from your glass wall bedroom. Relax after a day exploring the mountains in the huge spa-style rainfall shower. Settle down after dinner around the modern wood-burning fireplace while watching your favorite shows on the 50″ TV. It’s not just a rental, it’s an experience. The latest addition to the OM Home Residences collection.

Website; @om_home_residences

MAINE

The Woods Maine Treehouse

Located in Norway, Maine, The Woods Treehouse is a quintessential New England-style home in the trees. Designed by Pete Nelson and built by Nelson Treehouse & Supply. Private, secluded, and effortlessly livable if you never want to leave.

Booking Website; @thewoodsmaine

Sandy Pines Campground, Glamping, and Unique Stays

Located in Kennebunkport, Maine, at Sandy Pines Campground you’ll find more than just your typical camp spots. You’ll be introduced to some of the finest glamping and unique stays Maine has to offer.

Website; @sandypinesmaine

Spruce Cove Cabin

Located in Eliot, Maine, the Spruce Cove cabin is a two-bedroom, mid-century modern escape only 15 minutes outside of Portsmouth, NH, and 10 minutes from the best of Maine’s “Vacationland.” A perfect location to enjoy shopping, dining, beaches, and hiking. Seasonal views of the Piscataqua River.

Airbnb; @sprucecovecabin

Sequin Tree Dwellings

Located in Georgetown, Maine prepared to be sent to an outdoor Wanderland with Sequin Tree Swellings. Inspired by the island that rises up dorsal-like from the Atlantic a few miles downriver Sequin invites guests to experience the airiness of life up among the pines atop a 21-acre wooded hill sloping to dramatic river views & conservation land. Come here for retreat, reconnection, rejuvenation & many happy returns. Located in a classic coastal Maine village, Sequin Tree Dwelling’s are just up the road from Reid State Park’s miles of beaches & the famed Five Islands Lobster Co.

Website; @sequintreedwellings

Maine Cabin – The Ski Chalet Getaway

Located in Bethel, Maine, this log-sided, custom-built designer home is located in one of Bethel’s prettiest areas, surrounded by acres of lush green pine trees and mountains. Only 12 minutes from Sunday River Ski Resort and 5 minutes to the town of Bethel, the Ski Chalet Getaway with three floors of living space, this home is fully private and makes for the best getaway.

Airbnb; @mainecabin

Maine Lake Haus

Located in Greenwood, this beautifully restored lakefront home comes with a private dock and sandy beach. Come enjoy summer on the water with our canoes, kayaks, hammock, and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River or Mount Abrams. The Maine Lake Haus offers high-speed internet, a smart TV, and modern amenities, as well as a custom dining nook, custom fully-equipped kitchen and modern, yet cozy finishes throughout.

Airbnb; @mainelakehaus

Cedar Brook Cabin

Located in New Gloucester, Maine, this luxury two-bedroom tiny cabin offers a contemporary style near the best of Maine’s “Vacationland”. Escape with vineyard views, the Cedar Brook Cabin includes laundry, an indoor fireplace, fast wifi, a fully equipped kitchen, outdoor fire pit, and dining area, as well as an EV charger for electric vehicles. The property does not have heat, so if you are visiting in the winter seasons, bring some cozy clothes and get ready to cuddle up next to a loved one near the fireplace.

Airbnb; @ciderbrooktinycabin

NEW HAMPSHIRE

Oliver Lodge on Lake Winnipesaukee

Stay in the iconic A-Frame on Lake Winnipesaukee, New Hampshire. Oliver Lodge vacation homes and lodging rentals are located on the beautiful Meredith shores near Weirs Beach and Laconia. Discover the many treasures of spectacular Lake Winnipesaukee and beyond from your secluded Meredith hideaway lodging. Leisure and recreational activities are endless making Oliver Lodge a perfect home base for your lakes region and New Hampshire adventures.

Instagram Images From @j_kreiss and @lhackett

Website; @oliverlodgenh

NH Treehouse Near The Mountains

Located in Sanbornton, New Hampshire, the NH Treehouse is a cozy four-season treehouse, centrally located in the heart of the Lakes Region, situated 12 feet in the trees equipped with a kitchenette, small bathroom, WIFI, and cozy places to sit to read a book or lounge about. Crafted with a mix of new and reclaimed materials, offering a lot of natural light. Everywhere you look you can get a peek of the skies and foliage.
A few minutes walk to the private community beach or snowmobile trails for hiking, or all your winter activities.

Airbnb; @treehouse_at_plummer-shores

Hemlock Hill Chalet

Located in Albany, New Hampshire, the Hemlock Hill Chalet is a mid-century-meets-modern take on cabin life. Nestled in the White Mountains, and minutes from some of the best hikes on the East Coast. Amenities at the Hemlock Hill Chalet include an indoor fireplace, laundry, wifi, a dedicated work area, an outdoor fireplace, and dining area, and so much more.

Airbnb; @hemlockhillchalet

MASSACHUSETTS

The Pondhouse

Located in Ashfield, Massachusetts, relax, rejuvenate and unplug in this ultimate rustic getaway experience in the country. In the beautiful screened Pondhouse, you can gaze at the stars and listen to the sounds of nature from your cozy warm bed. Feel the breeze as you sleep in this magical place unlike any other you will have ever seen. Your whole being will be nourished by your time spent here. With an outdoor fire pit, outdoor hot shower, composting toilet, and outdoor sink, the Pondhouse is now completely self-contained.