Chepstow Vacation Rentals

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    Upfront pricing

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Chepstow

Our top choices for Chepstow vacation rentals

One-of-a-kind cottage steps from Lake Huron!
Beach nearby

One-of-a-kind cottage steps from Lake Huron!

10.0 out of 10, Exceptional, (14)
"Carol and Laura went above and beyond to create this amazing oasis! Thank you!"
One-of-a-kind cottage steps from Lake Huron!
Cedarhaven - 2 King beds! Hot Tub, Gas Fireplace
Outdoor spa tub

Cedarhaven - 2 King beds! Hot Tub, Gas Fireplace

10.0 out of 10, Exceptional, (2)
"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!"
Cedarhaven - 2 King beds! Hot Tub, Gas Fireplace
Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.
Interior

Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.

9.8 out of 10, Exceptional, (19)
"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."
Secluded 3 bedroom bungalow on the Saugeen River with 85-acres.
PIER280 - Lakefront Beauty, Private Lake Access
Smart TV, fireplace, DVD player

PIER280 - Lakefront Beauty, Private Lake Access

9.8 out of 10, Exceptional, (6)
"Myself, my husband and our 2 young kids spent an amazing week at Pier280. The view of the late was spectacular! The kids had an amazing time exploring in the rocks and walking into the water. Everything about the cottage was perfect. They even had toys, a children's picnic table and child size chairs on the deck. The area was very quiet and everyone seemed friendly. The cottage was equipped with everything we needed. Really only good things to say! If we don’t purchase a cottage before next...
PIER280 - Lakefront Beauty, Private Lake Access
the Kingfisher Styled for those w discerning taste
Terrace/patio

the Kingfisher Styled for those w discerning taste

10.0 out of 10, Exceptional, (3)
"The cottage was very nice, the outside is brilliant , and the beach is so close. All in all a great place to stay."
the Kingfisher Styled for those w discerning taste
Fully Renovated Cottage on Queen, 3min walk from Beach and Downtown Adventures!
Beach nearby, sun loungers, beach towels

Fully Renovated Cottage on Queen, 3min walk from Beach and Downtown Adventures!

9.8 out of 10, Exceptional, (9)
"We really enjoyed our stay. The place was very nice and as advertised. I would recommend! You'll love the location and the host was really great."
Fully Renovated Cottage on Queen, 3min walk from Beach and Downtown Adventures!
Historic 1 Bedroom Beach Loft - Boutique Styled, Beach, Lake, stay Drifter Lofts
Terrace/patio

Historic 1 Bedroom Beach Loft - Boutique Styled, Beach, Lake, stay Drifter Lofts

10.0 out of 10, Exceptional, (12)
"This property was a perfect fit. We highly recommend it."
Historic 1 Bedroom Beach Loft - Boutique Styled, Beach, Lake, stay Drifter Lofts
Newly Built 3 Bedroom Cottage, Steps to the Beach
Beach

Newly Built 3 Bedroom Cottage, Steps to the Beach

Newly Built 3 Bedroom Cottage, Steps to the Beach
Waterfront Bliss: Firepit & BBQ Cottage R
Outdoor dining

Waterfront Bliss: Firepit & BBQ Cottage R

8.0 out of 10, Very Good, (4)
"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. "
Waterfront Bliss: Firepit & BBQ Cottage R
Stoney Island Sunsets. Blue Nugget is located on the sandy shores of Lake Huron.
Property grounds

Stoney Island Sunsets. Blue Nugget is located on the sandy shores of Lake Huron.

10.0 out of 10, Exceptional, (10)
"Just an overall excellent experience at this beautiful property and we are looking forward to returning next year ,,hosts are extremely helpful and accommodating,,"
Stoney Island Sunsets. Blue Nugget is located on the sandy shores of Lake Huron.
Modern Classic *LakeViews*
Outdoor dining

Modern Classic *LakeViews*

10.0 out of 10, Exceptional, (2)
"Beautiful sunsets"
Modern Classic *LakeViews*
The Chapel Retreat Su
5 bedrooms, iron/ironing board, WiFi, bed sheets

The Chapel Retreat Su

10.0 out of 10, Exceptional, (3)
"Property was beautiful and clean and had everything we needed. It was perfect for a weekend away with the boys "
The Chapel Retreat Su
Historic 2 Bedroom Beach Lofts - Boutique Styled, Beach, Lake, stay Drifter Loft
Terrace/patio

Historic 2 Bedroom Beach Lofts - Boutique Styled, Beach, Lake, stay Drifter Loft

10.0 out of 10, Exceptional, (3)
"Apartment was bright and very clean and close to everything including the venues for the Scottish Festival. "
Historic 2 Bedroom Beach Lofts - Boutique Styled, Beach, Lake, stay Drifter Loft
Two bedroom river side apartment with large private yard
Fridge, microwave, oven, stovetop

Two bedroom river side apartment with large private yard

10.0 out of 10, Exceptional, (7)
"Great property with all you would need. Quiet and peaceful along the river. "
Two bedroom river side apartment with large private yard
Scenic Waterfront Cottage Retreat - Firepit & BBQ
TV, fireplace

Scenic Waterfront Cottage Retreat - Firepit & BBQ

Scenic Waterfront Cottage Retreat - Firepit & BBQ
Peabody Log Cabin - Three Bedroom Cottage, Sleeps 8
Exterior

Peabody Log Cabin - Three Bedroom Cottage, Sleeps 8

8.0 out of 10, Very Good, (1)
"Great location to paddle to/from on the North Sauble River. Take ear plugs as the road is noisy at times. Bbq was discussing, dont plan on using it"
Peabody Log Cabin - Three Bedroom Cottage, Sleeps 8
"stunning Serenity Cove On The Lake Cozy Cottage"
House, 2 Bedrooms, Patio, Lake View | Exterior

"stunning Serenity Cove On The Lake Cozy Cottage"

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

Escape the city and enjoy beautiful, Lake Huron sunsets!

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!"
Escape the city and enjoy beautiful, Lake Huron sunsets!
Relaxing retreat with active options: Modern Bungalow near trails and park
Fridge, microwave, oven, stovetop

Relaxing retreat with active options: Modern Bungalow near trails and park

10.0 out of 10, Exceptional, (2)
"Great location."
Relaxing retreat with active options: Modern Bungalow near trails and park
The GOAT Lakehouse
Interior

The GOAT Lakehouse

The GOAT Lakehouse
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

Find out more about Chepstow

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Marl Lake. Bruce County Public Library - Cargill Branch and Lake Rosalind 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.