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 scrolling through Instagram, VBRO, and Airbnb to find the coziest spots for your next New England adventure. So grab your bonfire crew and your comfiest sweatpants, and get ready to escape into your personal outdoor fantasy. If you’re planning a trip to New England this summer or during Fall Foliage, book early to snag these amazing staycation spots before they’re all taken!

Before you go, be sure to check out my Google Maps for Vermont, New Hampshire, Maine, and more to help plan your route and give you a visual of where each rental is located in relation to your outdoor adventures! And if you’re visiting New Hampshire during Fall Foliage, grab a copy of my New Hampshire Fall Foliage Guide. It’ll take you through the best trails, off-the-beaten-path stops, and exact GPS locations to some of New Hampshire’s most picturesque gems.

VERMONT

Alpine A-Frame

Nestled in Wilmington, Vermont, the Alpine A-Frame is a dreamy mid-century cabin just down the road from Lake Raponda. It’s got all the cozy cabin vibes you could ask for, with an indoor fireplace, Wi-Fi, a fully equipped kitchen, lake access, a fire pit, an outdoor dining area, and even an EV charger for your electric car! While there’s no TV or laundry on-site, this spot is perfect for unplugging—grab some board games and settle in for a cozy night.

Thistle House at Camp Greenwood

Located in Chester, Vermont, the Thisle House at Camp Wildwood is a brand-new micro tiny house village, perfectly central to the best attractions in Southern Vermont! Skiing, hiking, dining… and guests also have access to a barrel sauna and private pond!

Camp Mt. Holly

Tucked away in Mount Holly, Vermont, Camp Mt. Holly is a private 16-acre cabin retreat in the heart of Green Mountain National Forest! This place is a dream with mid-century modern decor, modern amenities, a cozy wood stove, a fire pit, private trails, and even a river with a secret wading spot. It’s just 15 minutes from Okemo Mountain and the charming town of Ludlow, where you’ll find some of the best restaurants, bars, and shopping in central Vermont!

Honeycrisp Cottage

Located in Putney, Vermont, Honeycrisp Cottage is a charming tiny timber-frame cabin nestled on 9 peaceful acres, overlooking a beautiful forested mountain with trails winding along a brook. This energy-efficient gem is the perfect retreat, complete with a cozy living room, a king bed, a loft with a queen bed, a full kitchen, and a full bathroom—everything you need for a relaxing getaway!

The Kingdom A-Frame

Located in Burke, Vermont, The Kingdom A-Frame is the perfect spot for an adventurous escape or a peaceful weekend getaway. Just minutes from Kingdom Trails, Burke Mountain, and Lake Willoughby—and right across the street from the VAST trail—you’re surrounded by endless outdoor fun. With picturesque views right from the street and all the cozy amenities, you might never want to leave the A-frame!

Black A-Frame - Mod Cabin In The Woods

Nestled on 7 private acres in Wardsboro, Vermont, The Black A-Frame is your cozy mountain retreat complete with a hot tub! Just 7.5 miles from Mt. Snow and 12 miles from Stratton, this stunning cabin features a modern, fully stocked kitchen that opens to the living/dining room with a cozy wood-burning fireplace. The first floor has two bedrooms, while an amazing loft and third bedroom overlook the living room and sprawling front lawn. Spend your days on the mountain, then come home to crank up the fire and reminisce about the adventures. This is the kind of spot where memories are made for years to come!

Tanglebloom Tiny Cabin

Located in Brookline, Vermont, the Tanglebloom Tiny Cabin is the perfect spot to reconnect with nature, your favorite person, and the simple joys of life. This handmade open-air sleeping cabin is tucked into a peaceful grove on Vermont’s Tanglebloom Flower Farm, offering an unforgettable stay. It’s camping—only way more cozy and elevated, comfortably surrounded by nature.

Stone City Treehouse

Tucked away in Hardwick, Vermont, the Stone City Treehouse is where all the stresses of life melt away. Sway in the trees, listen to the soothing sounds of the stream just feet from the deck, and embrace the peace. Whether you’re looking for some quiet solitude or a cozy escape with someone special, this treehouse is the perfect spot to make your getaway unforgettable. Trust me, you’ll never want to leave!

Green Mountain Modern House

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

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, a dining area, a hot tub, a full kitchen and so much more!

Find other incredible rentals in Vermont:

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. 

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.

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.

Sequin Tree Dwellings

Located in Georgetown, Maine prepared to be sent to an outdoor Wonderland 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.

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.

Maine Lake Haus

Located in Greenwood, the beautifully restored Maine Lake Haus offers a perfect lakefront retreat with a private dock and sandy beach. Guests can soak up summer on the water with canoes, kayaks, hammocks, and corn hole. In the winter, they can enjoy ice skating right in the front yard and hit the slopes at Sunday River or Mount Abrams. The Maine Lake Haus boasts high-speed internet, a smart TV, and modern amenities, plus a custom dining nook, fully equipped kitchen, and stylish yet cozy finishes throughout.

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 visit in the winter, bring some cozy clothes and get ready to cuddle up next to a loved one near the fireplace.

Find other incredible rentals in Maine:

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.

NH Treehouse Near The Mountains

Located in Sanbornton, New Hampshire, this 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.

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.

Find other incredible rentals in New Hampshire:

MASSACHUETTS

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.

Find other incredible rentals in Massachuetts:

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