Chepstow Vacation Rentals

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Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Chepstow

Beach nearby, sun loungers, beach towels
Fully Renovated Cottage on Queen, 3min walk from Beach and Downtown Adventures!

Cottage in Kincardine

9.8 out of 10, Exceptional, (11)
"Location, cottage cleanliness, and amenities were excellent! Our family enjoyed every moment in the cottage on Queen."
Canada
Peter M.
Fully Renovated Cottage on Queen, 3min walk from Beach and Downtown Adventures!
Interior
Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.

Vacation Home in Paisley

9.8 out of 10, Exceptional, (22)
"This was a peaceful and private location with a view of the river. Amazing sunrise view every morning from the kitchen table. Really enjoyed our stay. Mark was a great host."
Canada
Roberto
Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.
Outdoor spa tub
Cedarhaven - 2 King beds! Hot Tub, Gas Fireplace

Cottage in Inverhuron

10.0 out of 10, Exceptional, (5)
"This was a great property and the hosts were fabulous! The property was very comfortable and the back yard is beautiful and private. Short drive to town and the public beach!"
Canada
Juli L.
Cedarhaven - 2 King beds! Hot Tub, Gas Fireplace
Beach
Newly Built 3 Bedroom Cottage, Steps to the Beach

Cottage in Inverhuron

Newly Built 3 Bedroom Cottage, Steps to the Beach
Property grounds
Stoney Island Sunsets. Blue Nugget is located on the sandy shores of Lake Huron.

Cottage in Kincardine

10.0 out of 10, Exceptional, (10)
"Beautiful view of the lake. The cottage is perfect for a weekend getaway. The owners are kind and attentive, the place in clean, comfortable and quiet. My wife and i enjoyed our stay 10/10 would definitely rent again"
Canada
Kelly G.
Stoney Island Sunsets. Blue Nugget is located on the sandy shores of Lake Huron.
Terrace/patio
Historic 2 Bedroom Beach Lofts - Boutique Styled, Beach, Lake, stay Drifter Loft

Apartment in Kincardine

10.0 out of 10, Exceptional, (5)
"Apartment was bright and very clean and close to everything including the venues for the Scottish Festival. "
Canada
Mary Ellen H.
Historic 2 Bedroom Beach Lofts - Boutique Styled, Beach, Lake, stay Drifter Loft
Outdoor dining
Waterfront Bliss: Firepit & BBQ Cottage R

Cottage in Hanover

8.4 out of 10, Very Good, (5)
"Clean and comfortable cottage. It was unfortunate that we could not use the paddleboards or kayaks as the water was quite murky, so we didn't want to swim in it, but we would have liked to be on the water. We chose this cottage specifically because we thought we would be able to access the lake. "
Canada
Jenny M.
Waterfront Bliss: Firepit & BBQ Cottage R
Fridge, microwave, oven, stovetop
Two bedroom river side apartment with large private yard

Apartment in Wingham

10.0 out of 10, Exceptional, (8)
"This property is clean, well appointed and quiet. A good home base for exploring the area. "
Canada
Theresa R.
Two bedroom river side apartment with large private yard
Terrace/patio
Historic 1 Bedroom Beach Loft - Boutique Styled, Beach, Lake, stay Drifter Lofts

Apartment in Kincardine

10.0 out of 10, Exceptional, (13)
"Another amazing stay! Cleanliness, quality, design, location all make it the best rental in the area. "
Canada
Anna
Historic 1 Bedroom Beach Loft - Boutique Styled, Beach, Lake, stay Drifter Lofts
Terrace/patio
the Kingfisher Styled for those w discerning taste

Cottage in Inverhuron

10.0 out of 10, Exceptional, (4)
"The cottage was very nice, the outside is brilliant , and the beach is so close. All in all a great place to stay."
United States
Terry C.
the Kingfisher Styled for those w discerning taste
Outdoor dining
Modern Classic *LakeViews*

Cottage in Kincardine

10.0 out of 10, Exceptional, (2)
"Beautiful sunsets"
United States
rose h.
Modern Classic *LakeViews*
Fridge, microwave, oven, stovetop
Relaxing retreat with active options: Modern Bungalow near trails and park

Vacation Home in Wingham

10.0 out of 10, Exceptional, (2)
"Great location."
Canada
Donna D.
Relaxing retreat with active options: Modern Bungalow near trails and park
Beach nearby
Twilight Haven – Where Family Fun Meets Lake Life

Cottage in Kincardine

10.0 out of 10, Exceptional, (3)
"Great location. Walking distance to the beach. Loved the decor. Clean and welcoming. Responsive host. Had a terrific time and plan to book again for next year. "
Canada
Nancy C.
Twilight Haven – Where Family Fun Meets Lake Life
House, 2 Bedrooms, Patio, Lake View | Exterior
"stunning Serenity Cove On The Lake Cozy Cottage"

Vacation Home in Kincardine

2.0 star property
"stunning Serenity Cove On The Lake Cozy Cottage"
Terrace/patio
Escape the city and enjoy beautiful, Lake Huron sunsets!

Cottage in Tiverton

10.0 out of 10, Exceptional, (7)
"The cottage was super cute and cozy, we enjoyed the view of the lake and our comfortable sleeps. Would llove to come back for another stay!"
Canada
Ashley M.
Escape the city and enjoy beautiful, Lake Huron sunsets!
Beach
Family/pet oriented home close to beaches shopping and cottage country AC Wifi

Vacation Home in Kincardine

2.0 star property
Family/pet oriented home close to beaches shopping and cottage country AC Wifi
Fridge, microwave, oven, stovetop
Walkerton Sauna Suite

Vacation Home in Walkerton

Walkerton Sauna Suite
Interior
The GOAT Lakehouse

Vacation Home in Kincardine

The GOAT Lakehouse
Beach nearby, sun loungers, beach towels
Cottage Rental close to lake Huron beach!

Vacation Home in Kincardine

Cottage Rental close to lake Huron beach!
Interior
In-Town Cottage Near the Beach!

Vacation Home in Kincardine

In-Town Cottage Near the Beach!
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 Chepstow Hotel Reviews

Lakeview Motel

Lakeview Motel

10/10 Excellent
"I have used this place last year, although new owners, the service and the safety of the motel hasn’t changed. It is a great place to stay. There is a pool and fire pit, I will return next year for sure Kim"
Kim 2-night trip
Posted 4 days ago
Lakeview Motel

Find out more about Chepstow

Everything you need to know about Chepstow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chepstow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chepstow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chepstow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chepstow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chepstow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chepstow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chepstow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Chepstow?

Yes, we offer vacation rentals near top local attractions in Chepstow, or you can choose a secluded option if you're looking for a relaxing stay. Chepstow is known for its local tours.

What are some of the best vacation rentals in Chepstow?

Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.: This vacation home rental outside of Chepstow is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Chepstow?

While exploring the area, visit family-friendly sights like The Huron-Kinloss Ice Cream Trail, or get outside and enjoy nature at Pearl Lake. Walkerton Golf & Curling Club and Black Horse Golf are a couple of places you'll find in the larger area.

What’s a vacation rental in Chepstow like?

Vacation rentals are private properties you can stay in for a couple of days or more in Chepstow. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.