Luxury Vacation Rentals in Greenville

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 11 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Greenville

Home in Beaver Cove

4 bedrooms•5 baths

Home in Beaver Cove

3 bedrooms•2 baths

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Home in Greenville

3 bedrooms•2 baths

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Home in Greenville

8 bedrooms•8 baths

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Home in Greenville

1 bedroom•1 bath

Home in Greenville

1 bedroom•1 bath

Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

Welcome to Greenville

Welcome to Wander’s collection of luxury vacation rentals in Greenville, Maine, where elevated design meets the quiet beauty of the North Woods. Each home pairs the polish of a five-star stay with the privacy of a modern retreat, so you can arrive relaxed and stay inspired.

Expect hotel-grade amenities, pristine cleaning, ultra fast WiFi, and 24/7 concierge. Light-filled living spaces, chef-ready kitchens, luxe linens, and expansive windows frame tranquil lake and forest vistas. Many homes include dedicated workstations, fireplaces, spacious decks, and soothing hot tubs for effortless downtime. When you book a Wander, you always get a beautiful home that looks exactly like the photos and operates with precision.

Destinations near Greenville

Beaver Cove

Stockton Springs

Little Deer Isle

Available soon in Greenville

Home in Beaver Cove

3 bedrooms•2 baths

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

1 bedroom•1 bath

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Home in Greenville

5 bedrooms•2 baths

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Featured vacation rentals in Greenville

Home in Greenville

8 bedrooms•8 baths

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Highlights in Greenville

Experience the ultimate North Woods escape in Greenville, where pristine lakes, majestic mountains, and abundant wildlife await your discovery.

Moosehead Lake

Steamboat Katahdin & Moosehead Marine Museum

Lily Bay State Park

Mount Kineo State Park

B-52 Memorial Site on Elephant Mountain

Gulf Hagas

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 Greenville

Home in Beaver Cove

4 bedrooms•5 baths

Home in Beaver Cove

3 bedrooms•2 baths

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Home in Greenville

3 bedrooms•2 baths

•

Home in Greenville

8 bedrooms•8 baths

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Home in Greenville

1 bedroom•1 bath

Home in Greenville

1 bedroom•1 bath

Home in Greenville

1 bedroom•1 bath

•

Home in Greenville

1 bedroom•1 bath

View all homes

Most popular amenities for vacation rentals in Greenville

Outdoor fireplace (4)

Beach essentials (1)

Sound system (1)

Patio (4)

Other popular amenities & vacation types in Greenville

Family vacation rentals in Greenville

Large group vacation rentals in Greenville

Hot tub vacation rentals in Greenville

Discover more of Greenville

Cradled on the southern edge of Moosehead Lake, Greenville balances wild scenery with small-town warmth. Glassy coves, pine-studded islands, and the dramatic profile of Mount Kineo create a breathtaking backdrop, while clear night skies invite unforgettable stargazing.

The region shines in every season. Expect cool lake breezes in summer, a blaze of maple and birch in fall, deep winter stillness with snow-draped peaks, and bright, quiet spring days. With scenic byways, waterfall trails, and the chance to glimpse a moose, time moves at a restorative pace. This is why Wander’s luxury vacation rentals in Greenville are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Greenville

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

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

Every home in Greenville 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 Greenville?

Some of our most popular vacation rentals in Greenville include Wicked Moose Cabin, Modern Moosehead Lake Chalet, and Mischief Maker. 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 Greenville?

Wander offers 11 vacation rentals in Greenville, 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 Greenville?

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

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

Yes. Every Wander home in Greenville 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.