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3 Epic Airbnbs in Massachusetts With Sprawling Pools, Steamy Hot Tubs, and Unreal Water Views

These dreamy Massachusetts stays combine private pools, cozy hot tubs, and waterfront views you won’t forget—perfect for your next relaxing escape.

by Kim Falchek
on May 14
A view of the pool and lake from the porch of the Lake House in the City Airbnb property in Arlington, MA.
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3 Airbnbs Near Massachusetts’ Most Epic Waterfall

by Kim Falchek
on Mar 12
An autumn view of the cascading Bash Bish Falls waterfall in Mount Washington, Massachusetts.
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This Massachusetts Airbnb Looks Like It Belongs in the Nordic Countryside

by Jasmine Vieau
on Feb 12
Black Abbey church Airbnb in Mill River, MA; a moody Nordic-inspired Norway dupe with glowing stained glass.
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The Massachusetts Airbnb With a Sauna and Hot Tub That Redefines Cozy Season

by Kim Falchek
on Jan 25
A brick, double-sided fireplace sits in back of a dining table and chairs at the Evergreen Home Airbnb property in Great Barrington, Massachusetts.
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3 Epic Airbnbs in Foxbourough, Massachusetts, to Book Now for the World Cup

by Kim Falchek
on Jan 9
A nighttime shot of the illuminated pool at the Gorgeous Luxurious Family Villa Airbnb property in Foxborough, Massachusetts.

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This Charming Massachusetts Airbnb Is Straight Out of a Hallmark Movie

The beautiful Santarella Estate in Tyringham is home to a wonderful cozy Airbnb in Massachusetts, which feels like stepping into a forest fairytale.

by Raymond Goldfield
on Dec 11
The exterior of a castle-like wooden Airbnb surrounded by trees and shrubs.
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5 Trending Rentals in Massachusetts That People Book on Repeat (And We See Why)

Looking for a perfect Massachusetts rental for your next vacation? These local Airbnbs are so remarkable that guests return to them again and again.

by Kim Falchek
on Nov 10
The setting sun can be seen through the large windows of the Cape Cod Lakefront Cottage Airbnb property in Sandwich, MA,
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You Can Sleep and Meet Alpacas and Llamas at This Airbnb in Massachusetts

Have you ever wanted to meet an alpaca or a llama? You can during this farm stay experience in Massachusetts.

by Melissa Mahoney
on Oct 20
several llamas and alpacas on plain view farm in massachusetts
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The One Massachusetts Airbnb You Need to Book for Epic Dark Sky Views

Looking to do some stargazing in Massachusetts? Head to Nantucket and discover two local observatories and an incredible Airbnb.

by Kim Falchek
on Oct 8
A nighttime view of the deck and fire pit at the Goose Airbnb rental property in Nantucket, Massachusetts.
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5 A-Frame Massachusetts Vacation Rentals for the Coziest Fall Getaway

Looking for a unique fall getaway? These five Massachusetts A-frame rentals are sure to give you cozy vibes.

by Kim Falchek
on Oct 2
The exterior of the Berkshire A-Frame Cabin AIrbnb property in Cummington, Massachusetts. The brown cabin is surrounded by large green trees.
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You Can Stay in an Enchanting Castle VRBO in Massachusetts

Looking for a unique end-of-season rental? How does a stay in an enchanted beachfront castle sound to you?

by Kim Falchek
on Sep 4
A close up exterior view of The Beach Castle VRBO waterfront rental property in Wellfleet, Massachusetts.
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This VRBO in Massachusetts Is Peak Fall Vibes

Still looking for that perfect Massachusetts fall rental? Stop scrolling and check out this spectacular Berkshires waterfront home with amazing foliage views.

by Kim Falchek
on Aug 19
An aerial view of the Lakefront Otis Home VRBO property in Otis, Massachusetts. Vibrant fall foliage surrounds the home and nearby Hayes Pond.
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Relax on This Luxury Houseboat — Boston’s Dream Late-Summer Escape

Trying to squeeze in one last summer getaway? Spending the night on this Boston houseboat is such a fun way to end the season.

by Kim Falchek
on Aug 7
The exterior of the Carpe Diem II, Airbnb yacht in Boston, Massachusetts. The boat is docked at a pier.
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This Massachusetts VRBO Is Like Stepping onto the Set of “The Perfect Couple”

Planning a luxurious beach getaway? The Beach Estate VRBO in Mattapoisett is like something out of "The Perfect Couple" Netflix series.

by Kim Falchek
on Jun 9
An exterior shot of The back of the Beach Estate VRBO property in Mattapoisett, Massachusetts. The large beach home has a double porch and a set off stairs leading out to the beach.
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This Massachusetts Airbnb Is Near the Most Underrated Fishing Spot

Enjoy a relaxing stay at a Massachusetts Airbnb steps from Salisbury Beach—ideal for fishing, family fun, and enjoying the scenic North Shore coastline.

by Jasmine Vieau
on May 19
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This Secluded Log Cabin Is the Perfect Home Base for Massachusetts’ Best Hiking Trails

Nestled on a secluded two acres, this log cabin is the perfect home base to use while you explore some of the best hiking trails in Massachusetts.

by Jackie Sutherlin
on May 16
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A Night Under the Stars Awaits at This Glass Octagon Rental

Experience the Glass Octagon in Massachusetts, a secluded retreat nestled in the Berkshires, with floor-to-ceiling windows, serene forest views, and unforgettable stargazing.

by Jasmine Vieau
on Mar 31
Unique polygonal Massachusetts Airbnb with large windows and shingle siding, nestled in an autumn forest.
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This Massachusetts Lighthouse Rental Offers a Dreamy Overnight Experience

Do you love lighthouses? Book a stay at the Wings Neck Lighthouse in Pocasset, MA, and indulge in the ultimate nautical experience.

by Kim Falchek
on Feb 2
A white lighthouse and adjacent cottage sit on a grassy coastal point under a cloudy blue twilight sky next to the ocean.
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6 Romantic Airbnbs in Massachusetts, Ideal for a Getaway Any Time of Year

Is there a romantic getaway in your future? These six beautiful Massachusetts properties are perfect for a romantic retreat any time of year.

by Kim Falchek
on Dec 29
A white lighthouse and adjacent cottage on a grassy coast at sunset with a rocky shoreline.
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This Snowy Massachusetts Cabin Is the Coziest Winter Escape

Stay at a cozy cabin in Massachusetts with a pond for skating, vintage charm, and a peaceful setting - perfect for a winter retreat.

by Jasmine Vieau
on Dec 23
* Charming snow-covered cabin in Massachusetts with private pond, perfect for winter ice skating and cozy seasonal getaways.
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Enjoy Snowy Days and Starry Nights at This Winter Cabin Airbnb in Massachusetts

Discover the magic of winter at White Pine Cottage, a cozy cabin Airbnb in Massachusetts. Perfect for snowy days, starry nights, and relaxation by the fire.

by Jasmine Vieau
on Dec 20
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The Secluded Airbnb Cabin in Massachusetts Is the Perfect Place for a Digital Detox

Ready to unplug and unwind? A digital detox is in store for you when you book a stay at The Retreat at Eagleville, a secluded Airbnb in Athol.

by Kim Falchek
on Nov 16
A hammock with a pillow and blanket hangs from on a tree at The Retreat at Eaglesville Airbnb in Athol, MA. A table with a chair and a drink is next to the hammock. A pond is in the background.
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Sleep in a Gorgeous 1846 Church When You Book a Stay in This Small-Town Airbnb in Massachusetts

Enjoy an island paradise while sleeping in a historic church. Lambert's Cove Church Airbnb in West Tisbury is perfect for your next getaway.

by Kim Falchek
on Jul 5
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Six Last-Minute Getaways In Massachusetts For A Fun End-Of-Summer Retreat

by Kim Falchek
on Jul 15
A charming gray house by a lake, surrounded by greenery and a patio with an umbrella on a sunny day.
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Reconnect With Nature When You Stay At These Charming Rentals In Massachusetts

by Kim Falchek
on Jun 14
A modern A-frame cabin nestled among lush green trees in a serene forest setting.
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Discover 4 Unique and Exceptional Airbnbs Across Massachutes

by Kim Falchek
on Mar 18
A white lighthouse stands on a grassy shore, surrounded by rocks, with a clear blue sky and ocean in the background.
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The Magnificent Lakefront Airbnb in Massachusetts That Is Perfect for a Spring Retreat

Enjoy a relaxing getaway with million-dollar views at this lakeside Airbnb in Worcester, MA.

by Kim Falchek
on Apr 6
high chairs overlooking the lake on the outdoor patio with a white couch nearby
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Escape To The Countryside When You Stay At This Rural Airbnb In Massachusetts

by Kim Falchek
on Apr 30
A serene house by a pond, surrounded by lush greenery and trees, reflecting in the calm water.
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7 Waterfront Retreats In Massachusetts That Are Perfect For Warm Weather Adventures

by Kim Falchek
on Apr 15
A large, modern house with many windows, surrounded by trees, next to a calm lake and a small wooden dock.
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You Won’t Believe The Views You’ll Find At This Incredible Airbnb In Massachusetts

by Kim Falchek
on Mar 21
A serene lakeside view featuring a house, dock, and boats surrounded by trees under a clear blue sky.
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The Perfect Spring Getaway Starts With One Of These Eight Picture-Perfect Airbnbs In Massachusetts

by Kim Falchek
on Mar 1
A stone cottage with a sign reading "Stone School Cottage," surrounded by colorful flowers and greenery.
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Spend The Night In A Politician’s Former Mansion In Belmont, Massachusetts

by Kim Falchek
on Feb 15
Aerial view of a large house surrounded by colorful autumn trees and a nearby red barn-style garage.
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This Boston Sport’s-Themed Rental Is Perfect For Any Massachusetts Fan

by Kim Falchek
on Feb 14
A white house with a green Celtics flag flying from a pole against a blue sky.
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This Historic Mansion In Massachusetts Is A Luxurious Place To Vacation With Friends

by Kim Falchek
on Feb 7
Sign for Newcomb Tavern, established in 1693, with American flags outside a white colonial-style building.
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Stay In A Former Schoolhouse Surrounded By Farmland In Massachusetts

by Kim Falchek
on Jan 25
Sign on a weathered wooden wall reads "North St. School, built 1866 by Jacob Stewart," with a lantern above.
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Here Are The 18 Absolute Best Places To Stay In Massachusetts

Discover the best vacation rentals in Massachusetts, suitable for various budgets and preferences.

by Michelle Starin
on Mar 18
A large white house with a porch, surrounded by greenery, overlooking a calm body of water under a clear blue sky.
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Enjoy A Weekend Getaway On The Water In Lovely Gloucester, Massachusetts

Discover the historic and pet-friendly Point Radio Cottage in Gloucester, Massachusetts, offering stunning waterfront views and a peaceful retreat.

by Melissa Mahoney
on May 16
A charming house with a red roof and balcony, overlooking a calm waterway at sunset. Trees line the background.
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You’ll Never Forget Your Stay At This Charming Vrbo In Massachusetts With It’s Very Own Screened-In Porch

Discover a charming vacation rental in Tisbury, Massachusetts, perfect for a relaxing getaway near the beach and Vineyard Haven ferry.

by Melissa Mahoney
on May 11
A cozy porch with wooden chairs, a vibrant orange door, and pink flower petals scattered on the ground.
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You’ll Never Forget Your Stay At This Charming Townhouse In Massachusetts With It’s Very Own Peloton

Discover a beautiful townhome in Newburyport, Massachusetts, perfect for a relaxing or active getaway.

by Melissa Mahoney
on May 9
A charming white house with two dark blue doors, flanked by flower boxes and a potted plant on the steps.
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Enjoy Some Much Needed Peace And Quiet At This Charming Massachusetts Cottage

Beach Glass Cottage in Hyannis offers a relaxing and unique family vacation experience with its beautiful pond views and proximity to downtown.

by Melissa Mahoney
on May 1
A charming white house at dusk, with warm lights glowing from the windows and flowers adorning the entrance.
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Go Whale Watching During The Day, Then Sleep In A Luxury Cottage At Night In Newburyport, Massachusetts

Discover the charm of Newburyport, Massachusetts with a whale-watching tour and a stay at a luxurious vacation rental.

by Melissa Mahoney
on Apr 27
A scenic harbor with various boats docked, featuring buildings and church steeples in the background under a cloudy sky.
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Get Away From It All At This Lake House On A Private Peninsula In Massachusetts

Discover a unique lakefront house on a private peninsula in Sturbridge, Massachusetts, perfect for a relaxing getaway.

by Melissa Mahoney
on Apr 26
A charming brown cabin by a lake, featuring a deck, patio furniture, and surrounded by lush greenery.
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This Budget-Friendly Waterfront Home In Marshfield, Massachusetts Is Perfect For An Affordable Vacation

Discover a budget-friendly oceanfront vacation rental in Marshfield, Massachusetts, perfect for a relaxing getaway.

by Melissa Mahoney
on Apr 24
A two-story beach house with large windows, a front porch, and stairs leading up to it, set against a clear blue sky.
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There’s A Breathtaking Retreat Tucked Away Near This Massachusetts State Forest

Discover a spacious vacation home near West Brookfield State Forest and Wickaboag Lake, perfect for nature lovers and families.

by Melissa Mahoney
on Apr 20
A two-story blue house with a front porch, surrounded by green grass and trees on a sunny day.
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This Remote Retreat In Massachusetts Is The Best Place To Spend A Long Weekend

Discover a cozy cabin rental near Lake Garfield in the Berkshires, perfect for a relaxing family getaway.

by Melissa Mahoney
on Apr 17
A wooden house surrounded by lush green trees, featuring a deck and stairs leading to the entrance.