Windermere Vacation Rentals

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Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Windermere vacation rentals

Pool
Private, quiet Valley delight!

Vacation Home in Berwick

Private, quiet Valley delight!
8.0 out of 10, Very Good, (6)
"Beautiful and secluded, pool and hot tub were so nice and home was clean and spacious"
Canada
Ellen W.
Private, quiet Valley delight!
Exterior
Private, quiet Valley share!

Vacation Home in Berwick

Private, quiet Valley share!
Private, quiet Valley share!
Studio Suite, Kitchenette, Ocean View | Water view
Micro Boutique Living Wolfville

Apartment in Wolfville

Micro Boutique Living Wolfville
3.5 star property
9.0 out of 10, Wonderful, (1097)
"Loved staying here💕"
Canada
Deborah
The price is ￥21,277
￥24,256 total
includes taxes & fees
Dec 17 - Dec 18
Micro Boutique Living Wolfville
Fridge, microwave, oven, stovetop
Welcome to the Woodland Home, only minutes from the Bay of Fundy.

Vacation Home in Grafton

Welcome to the Woodland Home, only minutes from the Bay of Fundy.
10.0 out of 10, Exceptional, (32)
"Great stay "
Canada
Zachary D.
Welcome to the Woodland Home, only minutes from the Bay of Fundy.
Exterior
Dog friendly apartment with full kitchen on the Bay of Fundy, Nova Scotia.

Apartment in Centreville

Dog friendly apartment with full kitchen on the Bay of Fundy, Nova Scotia.
8.4 out of 10, Very Good, (27)
"A lovely spot to stay with amazing views! A cozy space with everything we needed. The only catch was check-in instructions were a little vague, we were unsure which drive to use and the key was not where the instructions stated, this caused some confusion."
United States
Rachel
The price is ￥13,622
￥20,663 total
includes taxes & fees
Dec 17 - Dec 18
Dog friendly apartment with full kitchen on the Bay of Fundy, Nova Scotia.
Smart TV
Beautiful Downtown Core Apt. Located on Main Street, Kentville

Apartment in Kentville

Beautiful Downtown Core Apt. Located on Main Street, Kentville
9.4 out of 10, Exceptional, (11)
"Excellent location and excellent host. Comfortable accommodations. "
Canada
Katherine I.
Beautiful Downtown Core Apt. Located on Main Street, Kentville
Exterior
Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!

Vacation Home in Halls Hrbour

Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!
9.4 out of 10, Exceptional, (10)
"Wonderful house in a beautiful setting. We truly enjoyed our time there. Thank you!"
United States
neda s.
Welcome to Dolphin's Rest! Your Historic Oceanfront Getaway Awaits!
Interior
On the Edge of Fundy Private Cottage Getaway

Cottage in Centreville

On the Edge of Fundy Private Cottage Getaway
10.0 out of 10, Exceptional, (28)
"Remote, quiet and beautiful sunsets..a much loved home."
United States
DLJ J.
On the Edge of Fundy Private Cottage Getaway
Living area
Wolfville at your Doorstep

Apartment in Wolfville

Wolfville at your Doorstep
9.6 out of 10, Exceptional, (25)
"The place was clean and walkable to restaurants, shopping, the rink and the school. Mike would answer any questions I had very quickly. It was a great stay. "
Canada
Bonnie
The price is ￥11,992
￥26,310 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Wolfville at your Doorstep
Terrace/patio
Leland’s Lakehouse

Vacation Home in Kings County

Leland’s Lakehouse
9.6 out of 10, Exceptional, (4)
"The cabin is in a fantastic location looking over the lake, the interior was very clean and looks great. Convinent location for getting to vineyards and wolfvile. I would highly recommend this place for anyone to stay at. "
Canada
Max D.
Leland’s Lakehouse
Beach towels
Fundy views from the Crow's Nest in Baxter's Harbour

Vacation Home in Canning

Fundy views from the Crow's Nest in Baxter's Harbour
10.0 out of 10, Exceptional, (26)
"Amazing stay! Barb was very quick with communications and instructions were clear and easy for check-in and check-out. The place is well stocked and cozy. We will visit again for sure!"
United States
Laura
Fundy views from the Crow's Nest in Baxter's Harbour
Living area
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed

Apartment in Wolfville

4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
9.4 out of 10, Exceptional, (18)
"Ease of check in and check out, very clean and location was perfect. "
Canada
Stacy T.
The price is ￥9,682
￥27,465 total
includes taxes & fees
Dec 17 - Dec 18
4 Wolfville's DT Core | Two Queen Bds+ Sofa Bed
Smart TV
fully furnished 2 bedrooms house

Vacation Home in Coldbrook

fully furnished 2 bedrooms house
fully furnished 2 bedrooms house
Smart TV
In the Heart of Town - Private Ground Level Unit

Apartment in Wolfville

In the Heart of Town - Private Ground Level Unit
9.6 out of 10, Exceptional, (24)
"Place was great. Clean and well equipped and an awesome location. Will stay again. Thanks."
Canada
David
The price is ￥7,881
￥21,562 total
includes taxes & fees
Dec 17 - Dec 18
In the Heart of Town - Private Ground Level Unit
1 bedroom, iron/ironing board, WiFi, bed sheets
Studio-like Comfort in Wolfville’s Beating Heart

Apartment in Wolfville

Studio-like Comfort in Wolfville’s Beating Heart
10.0 out of 10, Exceptional, (35)
"This property is in the heart of Wolfville and everything is in walking distance. "
Canada
Kim
The price is ￥6,980
￥19,251 total
includes taxes & fees
Dec 17 - Dec 18
Studio-like Comfort in Wolfville’s Beating Heart
Terrace/patio
Bayside Retreat K BR ensuite bath, Q BR, Workspace, Yoga, 2nd bath, Hot tub, 4-6

Vacation Home in Waterville

Bayside Retreat K BR ensuite bath, Q BR, Workspace, Yoga, 2nd bath, Hot tub, 4-6
10.0 out of 10, Exceptional, (2)
"Had a great weekend! Thank you"
United States
Matthew B.
Bayside Retreat K BR ensuite bath, Q BR, Workspace, Yoga, 2nd bath, Hot tub, 4-6
1 bedroom, desk, iron/ironing board, free WiFi
The Rustic Oasis

Apartment in Kentville

The Rustic Oasis
10.0 out of 10, Exceptional, (13)
"I really enjoyed my stay, very quite and clean. I would stay here again for sure."
Canada
Cregg C.
The Rustic Oasis
Fridge, microwave, oven, stovetop
Charming 2-bedroom Retreat in the Heart of the Annapolis Valley

Vacation Home in New Minas

Charming 2-bedroom Retreat in the Heart of the Annapolis Valley
9.0 out of 10, Wonderful, (2)
"Great location, excellent communication with host - exactly what we were hoping for."
Canada
Rob F.
The price is ￥13,678
￥32,534 total
includes taxes & fees
Dec 19 - Dec 20
Charming 2-bedroom Retreat in the Heart of the Annapolis Valley
Interior
Suite 204 - 470 Main

Apartment in Wolfville

Suite 204 - 470 Main
10.0 out of 10, Exceptional, (1)
"Beautiful property and very well appointed. Easy to walk in town. Loved staying here and would absolutely recommend it. Thanks!"
United States
Lisa C.
The price is ￥18,773
￥33,517 total
includes taxes & fees
Dec 30 - Dec 31
Suite 204 - 470 Main
Fridge, microwave, oven, stovetop
Suite 201 - 470 Main

Apartment in Wolfville

Suite 201 - 470 Main
The price is ￥17,607
￥30,806 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Suite 201 - 470 Main
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windermere Hotel Reviews

Old Orchard Inn

Old Orchard Inn

10/10 Excellent
"Clean room very accommodating "
Christanna 1-night trip
Posted 3 days ago
Old Orchard Inn

Find out more about Windermere

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Frequently asked questions

Can I find vacation rentals in Windermere?

Yes, we have vacation rentals near well known local attractions in Windermere, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Windermere?

Fundy views from the Crow's Nest in Baxter's Harbour: Visitors like this Windermere vacation home rental. It is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Windermere?

While exploring the area, visit family-friendly sights like Oaklawn Farm Zoo, or get outside and enjoy nature at Kentville Bird Sanctuary. Berwick Heights Golf Course and Paragon Golf and Country Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Windermere?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Windermere. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.