Holiday Rentals in Templeville

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Holiday Rentals in Templeville

Peaceful living just outside of town

10.0 out of 10, Exceptional, (12)
"The house was very clean and the beds were extremely comfortable. "
Peaceful living just outside of town

Guest Suite for up to 2 in a Victorian on the Chester River

9.6 out of 10, Exceptional, (19)
"The staff was great"
The price is €111
includes taxes & fees
30 Sept - 1 Oct
Guest Suite for up to 2 in a Victorian on the Chester River

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (9)
"From the time we checked in til we checked out was a pleasure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (101)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is €140
includes taxes & fees
29 Sept - 30 Sept
First Floor Studio Apartment in Historic Chestertown

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (84)
"We had a wonderful weekend. Thank you!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

10.0 out of 10, Exceptional, (12)
"It was a great vacation, the house and grounds were spectacular, the amenities, pool, kayaks, were great, and host couldn’t have been more accommodating or approachable, highly recommend in the future, hope to go back"
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully

Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

2.0 star property
8.6 out of 10, Excellent, (4)
"Would I stay here again? No. Would I recommend it to a friend? Also no.While the unit was clean, it felt quite tired and in need of a refresh. The kitchen was minimally equipped, with very few pots and pans, making it difficult to cook meals. Additionally, there were air fresheners and purifiers in every room, which made us wonder if they were masking an underlying issue. Overall, the space could benefit from some updates and better preparation for guests."
Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

HGTV quality, private guest suite, country getaway with hot tub & fire pit

10.0 out of 10, Exceptional, (6)
"This rental is amazing and highly recommended!! Beautiful decor! Very clean! Great outside hang out area! Awesome hosts!! Thank you so much for a great stay! "
The price is €549
includes taxes & fees
12 Oct - 13 Oct
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (39)
"Loved the location and ease of access to downtown. Property was super clean, organized and beautifully appointed with original art too. "
Historic Downtown Garden Oasis with Private Patio

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Countryside Cottage in Sassafras

2.0 star property
Countryside Cottage in Sassafras

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

9.8 out of 10, Exceptional, (21)
"Beautiful property overlooking the Sassafras river. Home and property above and beyond pictures. Renter easy to work with and accommodating "
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

10.0 out of 10, Exceptional, (5)
"We rented for my daughter’s graduation from Washington college. Wonderful home that was decorated great with a perfect location!!! "
The Portside Manor - Queen Street Chestertown - Walking Distance to Downtown

Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

10.0 out of 10, Exceptional, (4)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.6 out of 10, Exceptional, (22)
"Peaceful relaxing getaway with my family. The cottage was perfect in every way. The property outside was a dream. Every day we were outside on the deck or dock enjoying nature. This is exactly what we needed to recharge with life. Can’t wait to come back and enjoy this perfect retreat again! "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Blake House Historic Estate with Private Inn

10.0 out of 10, Exceptional, (21)
"My family stayed at The Beach Club for our yearly vacation. In 6th"
Blake House Historic Estate with Private Inn

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (74)
"Great house, will stay again in the future. "
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Camper Apt DE Sleeps 3

2.0 star property
2.0 out of 10, (1)
"The place did not appear in pictures. I could not take a shower because stuff was stored in there . The toilet was not clean . It was just a lot of junk everywhere "
Camper Apt DE Sleeps 3

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

9.8 out of 10, Exceptional, (22)
"We had a great time"
Beautiful, spacious waterfront home, an easy walk to historic Chestertown

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

10.0 out of 10, Exceptional, (8)
"My kids and I absolutely loved our stay at the Outlook! So peaceful and relaxing. We spent a lot of time walking around the trails spotting deer and toads. We did a good amount of fishing on the dock, catching catfish. I hope to stay here again in the future."
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
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 Templeville Hotel Reviews

Find out more about Templeville

Find out more about Templeville

Everything you need to know about Templeville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Templeville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Templeville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Templeville holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Templeville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Templeville holiday rentals we have selected for you start as low as €111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Templeville rentals

At Expedia, we put the best Templeville holiday 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 Templeville 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 Templeville holiday.

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

Frequently asked questions

Can I find holiday rentals in Templeville?

Yes, there are holiday rentals close to the most popular sights in Templeville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Templeville has to offer?

Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully: This holiday home rental outside of Templeville is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Templeville?

While exploring the area, visit family-friendly sights like Crumpton Auction, or get outside and enjoy nature at Silver Lake Park. In the wider area, you’ll find Tilmon's Island Winery and Air Mobility Command Museum.

What’s a holiday rental in Templeville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Templeville. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for families.