Boutique hotel holiday rentals in Bolton

Harwood Hill Motel - Deluxe Two Queens

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are modern and fully renovated, with local art inside and out. Relax around the corner on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

Harwood Hill Motel - Farmhouse Suite Down

Our downstairs Farmhouse Suite combines elegance and whimsy. This private, two-bedroom suite has one queen bedroom, a second twin bedroom, a spacious living room with a pull-out queen sofabed, and a full-size kitchen and bath. In addition to the unique artwork and custom design features throughout, the suite has its own private porch. The farmhouse is on the grounds of a small, boutique motel with a large lawn, a gazebo, picnic tables, fire ring, and grill that our guests are welcome to use.

Verona Suite (Rm 3 - Romeo & Giulietta's Inn)

This is the Verona Suite. $215/night This room is for two adults only. It’s an adult hideaway. Kitchenette with fridge, microwave, toaster, coffee maker. A private bathroom, tiled shower with a rain shower head from the ceiling. A softly lit romantic loft and a chandelier above the queen size bed with down pillows. It's private and A/C, Wifi, and Cable Smart TV. A hot Breakfast is served Thursday-Sunday. Other days have an assortment of breakfast foods and hot coffee. All days 8-10am

1 - First Floor - Queen

Restored with Care & Love. This Historical Restaurant and Boutique Hotel Events Space serves as a community hub and gathering space. The Boutique Hotel at The Bond dates back to the year 1812 and holds 10 beautiful rooms which have private bathrooms as well as upgraded amenities provided in each room. We offer private space for events amid beautiful and spacious grounds with fireplaces and waterfalls. Each of our rooms are unique, which is part of what makes The Bond so special.

Cozy Cathedral at The Rooms at The Stone Mill

The Cozy Cathedral is a fabulously comfortable room for a getaway staycation, a return to Middlebury for College alum or a great welcome for folks experiencing town for the first time. The cathedral ceilings showcase the exposed beams original to the 1840's building. Windows in the room and the bathroom provide natural light and views to the Otter Creek The tiled shower includes a tub and salon quality hair products. Individual temperature controls ensure your comfort.

Harwood Hill Motel - Economy Full plus Single

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are quaint and comfortable, with local art inside and out. Relax on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

Luxurious Escape + Pool & Hot Tub Access

Discover the timeless allure of Charles Orvis Inn, a 19th-century gem located adjacent to the Main Inn just steps from the resort's diverse offering of activities and amenities. Enjoy a quintessential Vermont getaway experience unlike any other. A cozy library, a fireplace sitting room, air-conditioning, a New England-style porch, electric car charging stations and a breathtaking setting. Your retreat to history and tranquility awaits.

Starry Night Cabins - Cabin 3

Starry Night Cabins is conveniently located on a quiet residential street just 1 block from the main street where you can find shops, grocery store, and restaurants. Our street dead ends to the lake 1 block away. The public beach, park, tennis, basketball, and racquetball courts, and more are just a short 2 block walk away. We provide free cable/wifi, wood for wood stoves and fire pit, picnic tables, and grill for your enjoyment.

Brentwood Double Queen

This spacious 23 square meter room is designed to comfortably accommodate up to four guests, featuring two queen-sized beds with premium bedding, including plush down duvets and Frette Italian bed sheets for an indulgent sleep experience. The room offers both air conditioning and heating to ensure a pleasant stay, as well as a 34-inch flat-screen TV with cable channels for entertainment.