Luxury Vacation Rentals in Plymouth

Luxury Vacation Rentals in Plymouth

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 1 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Plymouth

Family Beach House w/ hot tub, fire-pit, workspace property photo 1

Family Beach House w/ hot tub, fire-pit, workspace

4 bedrooms•2 baths
1,781 US dollars for 2 nights•

~$140 less than other sites

Welcome to Plymouth

Welcome to Plymouth

Experience our luxury vacation rentals in Plymouth, Massachusetts, where the polish of a five-star stay meets the comfort of a private coastal home. Every Wander is beautifully designed, professionally operated, and always true to the photos.
Choose from airy retreats with bay glimpses and wooded sanctuaries built for quiet mornings. Expect hotel-grade amenities such as ultra fast WiFi, dedicated workspaces, spa-style bathrooms, and wellness-minded touches. Enjoy inspiring views, pristine cleaning, smart-home convenience, and 24/7 concierge service. Chef-ready kitchens and plush linens set the tone for effortless days and restorative nights.

Destinations near Plymouth

Pocasset
East Sandwich
Osterville
South Dennis
East Boston
Sheffield
Housatonic
Alford

Available soon in Plymouth

Family Beach House w/ hot tub, fire-pit, workspace property photo 1

Family Beach House w/ hot tub, fire-pit, workspace

4 bedrooms•2 baths
1,781 US dollars for 2 nights•

~$140 less than other sites

All homes in Plymouth

Family Beach House w/ hot tub, fire-pit, workspace property photo 1

Family Beach House w/ hot tub, fire-pit, workspace

4 bedrooms•2 baths
1,781 US dollars for 2 nights•

~$140 less than other sites

View all homes

Highlights in Plymouth

Discover America's hometown, where rich Pilgrim history, coastal beauty, and iconic monuments bring the nation's early story to life.
Plymouth Rock
Mayflower II
Plimoth Patuxet Museums
National Monument to the Forefathers
Pilgrim Hall Museum
Brewster Gardens

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.

Most popular amenities for vacation rentals in Plymouth

Jacuzzi (1)
Hot tub (1)
Ocean view (1)
Basketball court (1)
Beach access (1)
Beach essentials (1)
Patio (1)
Garden (1)
Fire pit (1)
Balcony (1)
Fire place (1)
Dryer (1)
Garage (1)
Oven (1)
Washer (1)
Outdoor fireplace (1)

Other popular amenities & vacation types in Plymouth

Family vacation rentals in Plymouth
Hot tub vacation rentals in Plymouth
Discover more of Plymouth

Discover more of Plymouth

Set between Cape Cod Bay and tranquil pine forests, Plymouth blends coastal serenity with classic New England character. Sunlit beaches, tidal flats, and kettle ponds create a backdrop for unhurried days and golden-hour horizons. Cranberry bogs and rolling conservation lands bring vivid, ever-changing scenery.
This four-season destination shines with sea breezes in summer, blazing foliage in fall, hushed shorelines in winter, and fresh blooms in spring. Within easy reach of Boston and Cape Cod, it offers space to unwind without losing touch with the region’s energy. This is why Wander’s luxury vacation rentals in Plymouth, Massachusetts are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Plymouth

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

Wander offers a level of consistency and quality you won’t find with most vacation rentals.
Every home in Plymouth 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 Plymouth?

Some of our most popular vacation rentals in Plymouth include Family Beach House w/ hot tub, fire-pit, workspace and Family Beach House w/ hot tub, fire-pit, workspace. 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 Plymouth?

Wander offers 1 vacation rentals in Plymouth, 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 Plymouth?

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

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

Yes. Every Wander home in Plymouth 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.