Templeville Vacation Rentals

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Vacation Rentals in Templeville

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (91)
"Very pretty location. Few minutes drive to town center."
The price is CA $136
CA $218 total
includes taxes & fees
Aug 4 - Aug 5
First Floor Studio Apartment in Historic Chestertown

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

10.0 out of 10, Exceptional, (5)
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

9.8 out of 10, Exceptional, (13)
"We loved the property and the excellent way the owners took care of it"
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

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

9.8 out of 10, Exceptional, (9)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

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

10.0 out of 10, Exceptional, (6)
"Was looking for an upscale beautiful place to stay for a family wedding. Found it! Tammy has tended to every detail at this VRBO. Gorgeous farmhouse chic. Very attentive to our texts. And always good to return to Centreville to see friends and family. "
The price is CA $270
CA $610 total
includes taxes & fees
Jul 30 - Jul 31
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, (35)
"Lovely place to stay in downtown Chestertown. So close to walk to eating, shopping and events. Had many great amenities to make the stay comfortable. Host was very communicative and quick to respond. "
Historic Downtown Garden Oasis with Private Patio

Relaxation Haven on the Shore near Choptank River

9.2 out of 10, Wonderful, (7)
"The property is very quiet and peaceful! No issues at all! Helen was wonderful and very kind!"
Relaxation Haven on the Shore near Choptank River

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

10.0 out of 10, Exceptional, (2)
"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!"
The price is CA $172
CA $298 total
includes taxes & fees
Aug 4 - Aug 5
Mini Aruba Glamper inDover with WiFi, AC and guest access to backyard oasis

Peaceful living just outside of town

9.8 out of 10, Exceptional, (7)
"We really enjoyed our time there! The children enjoyed the playground set. We truly recommend! We are so grateful. Thank you! "
Peaceful living just outside of town

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

9.8 out of 10, Exceptional, (83)
"Beautiful location on the river. We were visiting family in the fall so did not use the kayaks available—maybe next time! Nice to have a dog-friendly place too. Great and prompt communication with the hosts."
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, (9)
"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

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (72)
"House was in a great location and very well appointed. We had everything we needed. Would highly recommend."
Circa 1900 Home in the Heart of Historic Downtown Chestertown

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

10.0 out of 10, Exceptional, (16)
"The staff was great"
The price is CA $84
CA $162 total
includes taxes & fees
Aug 12 - Aug 13
Guest Suite for up to 2 in a Victorian on the Chester River

Peaceful country home away in the wilderness

10.0 out of 10, Exceptional, (17)
"Kids were comfortable and well accommodated. Place is nestled back behind the pastures."
Peaceful country home away in the wilderness

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

10.0 out of 10, Exceptional, (59)
"We had a fantastic time- the location on the water was gorgeous and loved the hot tub and pool. Extremely quiet and private!"
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Turnbridge Manor

9.8 out of 10, Exceptional, (11)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
The price is CA $493
CA $841 total
includes taxes & fees
Aug 4 - Aug 5
Turnbridge Manor

Spacious 5 Bedroom w/Pool, Patio and Theater

9.8 out of 10, Exceptional, (7)
"Great house for a large family "
Spacious 5 Bedroom w/Pool, Patio and Theater

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (14)
"Place was newly decorated, very clean, very comfortable. It had all the amenities listed, a comfortable bed and was just very pleasant."
The price is CA $106
CA $273 total
includes taxes & fees
Aug 18 - Aug 19
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

10.0 out of 10, Exceptional, (14)
"Very friendly and helpful host and a great property. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.

10.0 out of 10, Exceptional, (5)
"We stayed at the property while all our children were at a tournament at the DE turf fields. It was convenient and very comfortable. The house was well supplied and maintained."
Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.
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

Frequently asked questions

Can I find vacation rentals in Templeville?

Yes, we offer vacation rentals near top sights in Templeville, or you can go with a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Templeville has to offer?

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC: This vacation home rental outside of Templeville is located in a rural location and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 larger area, you’ll find Tilmon's Island Winery and Air Mobility Command Museum.

What’s a vacation rental in Templeville like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Templeville. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.