Luxury Vacation Rentals in Egremont

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 6 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Egremont

Home in Egremont

5 bedrooms•3 baths

•

Home in South Egremont

5 bedrooms•3 baths

•

Home in Sheffield

8 bedrooms•4.5 baths

•

Home in South Egremont

4 bedrooms•4.5 baths

•

Home in Egremont

3 bedrooms•1.5 baths

•

New

Home in Egremont

5 bedrooms•4 baths

•

Welcome to Egremont

Settle into our luxury vacation rentals in Egremont, Massachusetts, where Berkshire tranquility meets hotel-level polish. Our collection features private, design-forward homes set amid rolling hills and towering maples, giving you space, privacy, and a restorative backdrop.

Every stay includes hotel-grade amenities and attentive 24/7 concierge support. Expect ultrafast WiFi for work days, plush bedding, immaculate cleaning, and thoughtfully equipped kitchens to make time together effortless.

Choose from secluded wooded retreats and gracious country homes with inspiring views, then enjoy a stay that matches what you saw when booking.

Destinations near Egremont

Available soon in Egremont

Home in Sheffield

8 bedrooms•4.5 baths

•

Home in South Egremont

4 bedrooms•4.5 baths

•

Featured vacation rentals in Egremont

Home in Egremont

5 bedrooms•3 baths

•

Home in Egremont

5 bedrooms•4 baths

•

Highlights in Egremont

Experience the quintessential charm of the Berkshires with Egremont's scenic mountain vistas, historic landmarks, and year-round outdoor adventures.

Catamount Mountain Resort

Jug End State Reservation

Bash Bish Falls State Park

Mount Everett State Reservation

Mahaiwe Performing Arts Center

Bartholomew's Cobble

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Egremont

Home in Egremont

5 bedrooms•3 baths

•

Home in South Egremont

5 bedrooms•3 baths

•

Home in Sheffield

8 bedrooms•4.5 baths

•

Home in South Egremont

4 bedrooms•4.5 baths

•

Home in Egremont

3 bedrooms•1.5 baths

•

New

Home in Egremont

5 bedrooms•4 baths

•

View all homes

Most popular amenities for vacation rentals in Egremont

Other popular amenities & vacation types in Egremont

Family vacation rentals in Egremont

Large group vacation rentals in Egremont

Pet-friendly vacation rentals in Egremont

Hot tub vacation rentals in Egremont

Discover more of Egremont

At the foothills of Mount Everett, Egremont trades bustle for calm. Quiet lanes, stone fences, and pastures frame views of the Taconic and Berkshire ranges, with evenings that feel a world away.

Minutes from Catamount Mountain Resort, Prospect Lake, and Bash Bish Falls, the area is built for four-season escapes. Great Barrington’s cultural calendar and dining add an urbane edge, while Tanglewood sits within an easy drive.

Whether you come for foliage hikes, ski weekends, or unhurried summer mornings, this corner of the Berkshires balances access and serenity. That is why Wander's luxury vacation rentals in Egremont are the perfect choice for work or leisure.

FAQs: Vacation Rentals in Egremont

Why should I book a Wander in Egremont over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Egremont delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Egremont?

Some of our most popular vacation rentals in Egremont include Creamery, Seventeen, and Hartfield. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Egremont?

Wander offers 6 vacation rentals in Egremont, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Egremont?

You can check-in to Wander vacation rentals in Egremont after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Egremont have WiFi access?

Yes. Every Wander home in Egremont has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.