Vacation rentals in Longmeadow

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Longmeadow

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A private dock extends into the calm lake, featuring a sliding board and a set of stairs leading into the water. A rustic playhouse sits nearby, complemented by a wooden bench. Colorful Adirondack chairs surround the area, offering serene views of the surrounding nature.

Cottage in Becket

4.94 out of 5 average rating, 197 reviews

The Yellow • 1,750ft² (170m²), 2-level cottage • Open concept with 180° view from living room • 3 bedrooms (all queen size beds), 2 full baths • Fully equipped kitchen • Private dock & firepit • Canoe & 2 kayaks • 50" smart TV and 4 Google Smart Speakers • 1 Gigabit Wi-Fi 'gorgeous with amazing views' • Workspace with laptop stand upstairs • Additional full size bed upstairs • Additional queen size sofa bed downstairs • Additional twin trundle downstairs • Washer and dryer with laundry detergent

Guest favorite

Villa in Norwich

4.89 out of 5 average rating, 399 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Guest favorite

A patio area features multiple Adirondack chairs arranged around a circular wooden table, providing a place to relax and enjoy the serene lake views. The calm water reflects the surrounding trees and houses, creating a peaceful outdoor setting.

Home in Sturbridge

4.93 out of 5 average rating, 250 reviews

Lake Front Home Sleeps 6-8 on a private Peninsula!

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 5 Night minimum Thanksgiving andChristmas Holidays have a 3 night minimum

Top guest favorite

A serene indoor hot tub is surrounded by wooden paneling and natural stone accents. Soft blue lighting illuminates the water, while greenery is positioned nearby, enhancing the calming ambiance of the space.

Condo in Norwich

4.98 out of 5 average rating, 132 reviews

The Vacay Villa

The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Superhost

The exterior of the home is illuminated with warm string lights, enhancing the inviting ambiance. A spacious deck is visible, accompanied by a cozy seating area in the backyard, surrounded by lush greenery. The house features a classic design, with ample windows reflecting the evening light.

Home in Litchfield

4.84 out of 5 average rating, 373 reviews

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

Top guest favorite

The lakefront house is shown from the water's edge, featuring a grassy yard that leads to a private dock. Kayaks and a paddleboard rest along the shore, framed by trees and a clear sky. The serene water reflects the surrounding nature.

Home in Sturbridge

4.97 out of 5 average rating, 145 reviews

LAKE Retreat! Lakefront Home with Amazing Views!

Beautiful lakefront house with great views. Perfect for a relaxing family vacation. 4 Bedrooms, 3.5 baths sleeps 10 comfortably. Paddle-board, kayak, propane grill, fire pit, & corn hole make for awesome lakefront memories! Game room features bubble boy hockey, board games, & puzzles for rainy day fun! Sturbridge is known for it's locally owned restaurants, breweries, & wedding venues. Get away from it all, but still be close driving proximity to Boston, Worcester, Springfield MA, & CT!

Top guest favorite

Home in Farmington

5 out of 5 average rating, 60 reviews

Lake Escape: Lake Cottage Charm, Lake Front, AC

Direct lakefront access with gorgeous views on a private lake. This beautiful 1930's lakefront cottage was fully renovated and reimagined by its owners in 2021. Custom architectural trim and details can be found throughout blending this homes' heritage with modern amenities. 2 bedrooms, eat-in kitchen and window seat nook, 2 full baths, custom barn doors and cabinetry, a reimagined sunroom, beautiful views on 100' of accessible lake frontage with outdoor patio, 1 mile from town center.

Superhost

The great room features vaulted wood ceilings and large windows offering expansive views of the natural landscape. A cozy gray sofa and potted plant add warmth to the space. A large wooden dining table sits in the center, with sunlight streaming through the windows.

Home in Tyringham

4.82 out of 5 average rating, 110 reviews

Treetop Hideaway in Tyringham

For your upcoming stay, look no further than this airy, secluded log cabin overlooking the beautiful Tyringham Valley. On the first floor, you will find a great room with vaulted ceilings and a fireplace, as well as a master suite, second bedroom, half bath and recently renovated kitchen. The second floor includes two more bedrooms and a bathroom. The exterior offers a screen porch with hot tub, wraparound deck and 35+ acres of woods bordering conservation land in Monterey.

Top guest favorite

A patio area is set with a round table and four chairs under a large umbrella, offering views of the river. A grill is positioned nearby, and flower planters enhance the space. Lush greenery is visible across the water, framed by a clear blue sky.

Home in Canton

4.99 out of 5 average rating, 109 reviews

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

Guest favorite

A serene lakeside view is captured at sunset, reflecting vibrant colors across the calm water. The shoreline features rocks and grassy areas, with trees framing the scene. A wooden chair is positioned nearby, inviting relaxation while enjoying the natural beauty.

Guesthouse in East Hampton

4.93 out of 5 average rating, 41 reviews

Family-Friendly Lakeside Cottage

Newly renovated lakeside cottage with stunning views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - 30 second walk to the lake - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 2 Kayaks and 2 paddle boards are available for use - Short walk or drive to restaurants, and shops Perfect for romantic getaways, family vacations, or visiting family locally.

Superhost

Apartment in Chester

4.77 out of 5 average rating, 196 reviews

Quiet getaway in the Berkshires

Very nice quite place Two floors must climb stairs 3 bedrooms very large master Fully equipped kitchen Two full baths and laundry area Deck off the kitchen with fire pit in the back yard Lots of hiking and skiing in and around the area or stay and relax Carm’s diner for a great Breakfast Chester Common Table for dinner or The Blue Note Cafe for Pizza and a drink or Call for some takeout and a convenient store for anything you forgot

Top guest favorite

A peaceful lakeside view features calm water reflecting the surrounding green trees. A wooden dock extends to the lake, accompanied by a white railing that frames the scene. The sky is dotted with clouds, creating a serene atmosphere.

Cottage in Sturbridge

4.93 out of 5 average rating, 148 reviews

Cozy Cottage on Cedar Lake- "Cottage Cheeze"

Our petite (648 sq. ft.) lakeside cottage is the perfect place to unwind, relax and explore. Enjoy the spectacular unobstructed views of the sunset from the spacious deck (750 sq. ft.) from the comfort of your easy chair. The location of our cottage provides the tranquility of the lake, close to major routes and you will be minutes away from all that Sturbridge has to offer.