Apartment holiday rentals in Middlesex

5 out of 5 average rating, 110 reviews

The exterior of the property is viewed from the gravel driveway, featuring a red barn-style section and a white house with multiple windows. The green lawn surrounds the house, and the lake is visible in the background, framed by trees.

Flat in Morristown

Private Getaway on Lake Lamoille

Tucked away on Lake Lamoille in Morristown, this beautiful brand new apartment is just minutes from town and yet offers tranquility and spectacular views. The lake is home to eagles, herons, geese, ospreys and fish! You will see kayakers out there fishing! Stowe Mt and Smuggler’s Notch are both nearby. Breweries, art galleries, restaurants are close by. You can walk or bike to the 93 mile Lamoille Valley Rail Trail from our home. Our shed is available for storing your bikes, kayaks or skis.

4.98 out of 5 average rating, 176 reviews

A spacious home is set against a mountainous backdrop, featuring large windows and a wraparound porch. The well-maintained lawn leads up to the house, while a small red structure is visible in the distance, providing a charming contrast to the green landscape.

Flat in Waterbury Center

1 Bedroom apartment. Between Stowe and Waterbury.

This one bedroom apartment is in a quiet residential neighborhood nestled at the foot of Hunger Mtn. Private entryway, over garage of homeowner. Queen bed and pull out (queen) couch, with full kitchen, and laundry. Expansive views of the mountains. 10-15 minutes to Stowe village, 10 minutes to Waterbury. In the heart of the mountains, this cozy apartment is steps away from mountain biking and hiking, and within a short driving distance of several major ski resorts. No added cleaning Fees

A bright, open kitchen space is visible with modern appliances and a small breakfast bar featuring two stools. Natural light floods the area through large windows, with light wood beams adding a rustic touch. The dining area includes a simple wooden chair beside a neatly made bed.

4.93 out of 5 average rating, 116 reviews

The Loft at The High Meadows

Welcome to The Loft at The High Meadows – your stylish Vermont retreat! Perfect for solo adventurers or couples who need a basecamp for exploring Vermont. You're minutes away from downtown Burlington, shopping in Williston, skiing at Stowe/Bolton, kayaking on Waterbury Reservoir, blueberry picking at Owls Head Blueberry Farm, and savoring craft brews at Stone Corral. The Loft offers a well-appointed kitchen with dishwasher, laundry, luxurious queen bed, & more. Book your Vermont getaway today!

4.99 out of 5 average rating, 329 reviews

A two-story Folk Victorian house features a vibrant orange exterior, complemented by decorative trim and large windows. Lush greenery surrounds the entrance, with white hydrangeas adding a touch of color. The walkway leads to the front doors, inviting guests to explore the welcoming interior.

Flat in Waterbury

Waterbury Village Apartment

With the back country and the front town, travelers can settle in on the deck to enjoy the views, or set out to explore a happening downtown-just one block away. This second floor space is private, light filled, and quiet. Please note, we were previous Super Hosts before Covid. We're getting back into hosting with an even better apartment (more space, and two bedrooms!) We're not absentee investors running an AirBnb business; we live in an adjacent apartment and enjoy welcoming guests!

A bright living area features a blue sofa paired with a rustic green coffee table. Two patterned armchairs and a reading lamp are positioned to create a cozy seating arrangement. Large windows allow natural light to fill the space, complemented by a decorative electric fireplace.

4.94 out of 5 average rating, 175 reviews

Potter’s Place

Lovely 2-bedroom close to everything, Potter’s Place is the perfect hub for your stay in Vermont. Only 30-40 minutes to Stowe, Bolton, Sugarbush, and plenty of amazing Nordic trails, the space provides a welcoming retreat after a day of skiing, hiking, or biking. If biking is your thing, the apartment backs up to the Cross Vermont Trail, and is a great jumping off point for adventure. The apartment is also a short (10-15 minute) walk to downtown and all the shops on Main and State Street.

The exterior of the duplex is showcased, featuring a welcoming porch with two umbrellas over a seating area. Steps lead up to the porch, surrounded by lush greenery and neatly arranged flower beds, and the house is embraced by mature trees.

4.87 out of 5 average rating, 740 reviews

Entire 2nd Floor Walk to Montpelier

Five minute walk to the prettiest and coolest state capital in the country. Entire second floor duplex with separate entrance up a flight of stairs. Beautiful porch. Perfect base to explore Vermont; hiking, skiing, biking. Hosts live downstairs. Dogs are welcome with conditions. (Note the reservation requirements) Limit 4 people. (Includes toddlers and infants) If you are a skier, we're e less than an 40 minutes to major Ski areas. You won't have to pay resort prices and have a more room.

4.97 out of 5 average rating, 435 reviews

A jetted tub is positioned in a cozy corner, surrounded by battery-operated candles and fresh flowers. Soft natural light filters through a sheer curtain, enhancing the relaxing atmosphere. Decorative accents include small plants and toiletries arranged nearby, creating an inviting space for relaxation.

Flat in Waterbury

Village Oasis 2 -the crossroads of VT

A friend once referred to our town as Mayberry. It's definitely a small town where people look out for each other. In the heart of the village, walking distance from local restaurants, brewery's, and shops as well as mountain bike trails. 5 mi from a beach where you can rent canoes/kayaks/paddle boards. Enjoy the slopes, hiking, Ben and Jerry's, local brewery's, or the Vt. landscape, settle in with a warm jacuzzi tub. At the end of the day cozy up on a king sized bed watching Netflix's.

4.97 out of 5 average rating, 382 reviews

A snow-covered landscape features a yellow house and a red garage. The driveway is lined with snow, creating a serene winter scene. Leafless trees are visible in the background, and snow is accumulating on the roofs, enhancing the tranquil atmosphere of the rural setting.

Flat in Underhill

Mt. Mansfield Retreat

This private one-bedroom non-smoking apartment is located in Underhill, Vermont. Nestled at the base of Mt. Mansfield and situated in a quiet and rural setting, enjoy the sounds of the Browns River and neighboring Clay Brook from the solitude of your deck. The apartment has everything that you need to relax and enjoy your stay. Just a 2-minute drive to hiking trails and mountain biking; 20 minutes to skiing at Smugglers Notch; 35 minutes to Burlington and the shore of Lake Champlain.

5 out of 5 average rating, 116 reviews

The exterior of the house features a classic design with large windows and a welcoming front porch. A well-maintained lawn provides a green expanse, while surrounding trees offer shade, creating a peaceful atmosphere. The structure has multiple gabled roofs and a blend of white siding and dark accents.

Flat in Hyde Park

Cozy Carriage House in the Green Mountains

Beautifully converted, attached carriage house located in peaceful Hyde Park Village in the heart of the Green Mountains. 25 minutes to Stowe and Smugglers, a block from the Lamoille Rail Trail, and close to numerous x-country trails (including Long Trail). Perfect location for outdoor enthusiasts of all kinds! Enjoy the quiet privacy of the carriage house, with private driveway & entrance, back garden & deck, hearthstone fireplace, and spacious 2nd floor master room with two queen beds.

A cozy studio space is shown, highlighting a gray dresser and a red chair with a patterned cushion. The open kitchen area is visible in the background, featuring shelving with kitchen items, a small dining table, and modern appliances, all under soft lighting.

4.96 out of 5 average rating, 161 reviews

Contemporary Studio in Montpelier

Keep it simple at this peaceful and centrally-located place just minutes from downtown Montpelier. A contemporary studio set within the charm of a historical building. Relax under the apple tree with your morning coffee or take a five minute walk into town for freshly-baked pastries. Discover what our vibrant little city has to offer without ever getting into your car. No matter the season, there are great places nearby to explore for swimming, hiking, biking, and skiing.

A bright living area is equipped with two blue velvet chairs positioned near a natural wood coffee table. Light enters through large windows, creating a warm ambiance. A rug with a geometric pattern covers the floor, complementing the overall modern bohemian decor.

4.91 out of 5 average rating, 191 reviews

The Studio - in the heart of Montpelier

Welcome to The Studio in downtown Montpelier. This second floor unit is a cozy one bedroom with all you need for your stay. This charming renovated historic building is now an eclectic artful space with a separate bedroom, living room and kitchen/dining area. Walk to everything from here! One block to city center and all the downtown restaurants and shops. One off street parking space available. The perfect central location for exploring the surrounding areas.

Superhost

A spacious living area features a large arched window allowing natural light to fill the room. A wooden coffee table is centered on the floor, while a small desk and chair sit nearby. Potted plants add a touch of greenery, complementing the earthy tones of the walls.

Flat in Waterbury Center

4.91 out of 5 average rating, 223 reviews

B suite Zenbarn 2BR Apt | VIP Perks Live Music

Zenbarn Loft: A Cozy 2-Bedroom Retreat Above Vermont’s Iconic Music Venue 🎶⛰️🍻 Stay in the heart of Vermont, just minutes from Stowe, Waterbury, and top breweries like Alchemist and Lawson’s! This 2-bedroom suite offers a cozy retreat with a kitchenette, fast WiFi, and a private entrance (shared hallway). Live music below creates a vibrant atmosphere. Please message us before booking with any questions to ensure this is the perfect stay for you!

Popular amenities for Middlesex apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.99 out of 5 average rating, 733 reviews

A bright living area features a gray sofa adorned with decorative pillows and a wooden side table. A vintage trunk adds character. The dining space showcases a round table with floral tablecloth, surrounded by black chairs. A warm glow is provided by the fireplace, enhancing the inviting ambiance.

Flat in St. Johnsbury

Heart of the Historic District - Country Charm

A cozy living area features a green couch adorned with colorful throw pillows and a warm blanket. A round blue chair offers additional seating, complemented by a simple black coffee table placed on a striped rug. Natural light brightens the space from nearby windows.

4.95 out of 5 average rating, 243 reviews

VT Hideaway studio: breweries,hiking, dogs welcome

The bedroom features a spacious bed with neutral linens and two bedside tables. Soft-lit lamps provide gentle illumination, complemented by a decorative pillow. A wall-mounted map artwork enhances the space, bringing a touch of local character.

4.93 out of 5 average rating, 140 reviews

Richmond Retreat

4.92 out of 5 average rating, 363 reviews

The living area features a modern sofa adorned with yellow and green cushions. A stylish armchair adds a touch of comfort, while a circular mirror reflects natural light from the nearby windows. A decorative rug complements the warm wooden floors.

Flat in Waitsfield

Spacious, Private Apartment w/ Mountain Views!

4.98 out of 5 average rating, 224 reviews

The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.

Flat in Randolph

Historic Wayside Farm - a working dairy farm

4.98 out of 5 average rating, 558 reviews

A light-filled dining area features a wooden table with four chairs, complemented by a bouquet of flowers in a blue vase. A spacious kitchen counter with stools is visible, and natural light enters through multiple windows, offering a view of the surrounding landscape.

Flat in West Glover

The Lodge at Blackberry Hill

4.97 out of 5 average rating, 198 reviews

A spacious living area features a stone fireplace, with comfortable seating arrangements including a sofa and armchairs. Natural wood accents and warm lighting create an inviting atmosphere. A large area rug anchors the space, while a wall-mounted TV is positioned for easy viewing.

Flat in Cambridge

"Mansfield" Suite - The Lodge at Wyckoff Maple

4.92 out of 5 average rating, 372 reviews

The exterior of a two-story home is shown, featuring a light gray siding. Large windows with white frames allow natural light. Flowering plants bloom in vibrant colors along the side, enhancing the greenery of the surrounding lawn. A vehicle is parked adjacent to the house.

Flat in Waterbury

Waterbury Village Townhouse

Private apartment rentals

4.89 out of 5 average rating, 258 reviews

A modern kitchen features stainless steel appliances and a spacious island with a light wood countertop. Two bar stools are positioned at the island. Natural light floods in through three large windows, enhancing the bright and open feel of the space.

Flat in Old North End

Beautiful+Modern Flat: downtown, parking, laundry

4.97 out of 5 average rating, 144 reviews

A cozy living area features reclaimed wood walls and large windows allowing natural light to fill the space. A comfortable sofa with striped fabric is complemented by an armchair, a wooden TV stand, and tasteful decor elements, all set on a rustic wooden floor.

Flat in Essex

Porcupine Farm Barn

4.97 out of 5 average rating, 147 reviews

A living area is presented featuring a spacious futon adorned with colorful cushions, positioned against a backdrop of exposed brick. A large artwork dominates one wall, complemented by wooden beams overhead. Natural light floods through the windows, enhancing the relaxed atmosphere.

Flat in Old North End

Downtown Burlington, Renovated, 1 bedroom+

4.92 out of 5 average rating, 249 reviews

A warm kitchen area showcases a spacious wooden island surrounded by four black metal chairs. Sunlight streams in through the three windows, reflecting off the polished wood floors. A pendant light suspended above adds a modern touch to the rustic decor.

Flat in Waitsfield

Neighboring the oldest Covered Bridge in VT!

Superhost

The living room features a spacious, light grey couch adorned with cushions, positioned across from a wall-mounted TV. A wooden coffee table sits in the center, while a small dining table with stools is available for seating. Natural light filters through the three windows.

4.79 out of 5 average rating, 150 reviews

Cute, Cozy Apartment, Close to Mountains & UVM!

4.96 out of 5 average rating, 137 reviews

A bright studio apartment includes a comfortable black sofa and a small dining area with two stools. Natural light fills the space through a large window, which is adorned with light curtains. Warm wooden walls complement the smooth, light-colored flooring.

Flat in Braintree

Cozy Cabin Studio

4.94 out of 5 average rating, 112 reviews

Flat in Jeffersonville

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

4.95 out of 5 average rating, 104 reviews

A vibrant sunset casts rich hues of orange and pink across the sky, reflecting on a tranquil pond. Lush greenery and distant hills outline the serene landscape, creating a peaceful rural setting that invites relaxation.

Flat in Bristol

East Wing 2nd Floor Apartment

Apartment rentals with a hot tub

4.93 out of 5 average rating, 162 reviews

A spacious studio features a king size bed with crisp white linens and a cozy sitting area. A large window provides natural light and scenic views. Artwork adorns the walls, and a stylish chaise lounger complements the wood flooring.

Flat in Bolton Valley

Slopeside Bolton Valley Studio

4.97 out of 5 average rating, 185 reviews

The spacious interior features wooden beams that enhance the airy atmosphere. A gas fireplace adds warmth, while natural light floods the room through multiple windows. Furnishings include a work desk and chairs, complemented by hardwood flooring and cozy seating for relaxation.

Flat in Underhill

Green Mountain Forest Retreat

5 out of 5 average rating, 190 reviews

A bright living room is highlighted by natural light from large windows. Light grey furniture complements the wooden flooring. A cozy area rug sits beneath a small coffee table. A wall-mounted TV and decorative shelves add to the welcoming atmosphere.

Flat in South End

Charming Private Apt in South End w/ Hot Tub

4.91 out of 5 average rating, 297 reviews

Flat in Hinesburg

Backyard Bunker Retreat

4.99 out of 5 average rating, 484 reviews

A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.

Flat in Sutton

Spring Hill Farm, coffee & hot tub

4.98 out of 5 average rating, 234 reviews

A charming duplex style house is set against a backdrop of snow-covered trees and a clear blue sky. A path through the snow leads to the house, which features large windows and a welcoming entrance. Nearby, a rustic shed complements the serene winter landscape.

Flat in Morristown

"Hot Tub Hideaway: Private Hot Tub, 9 min to Stowe