Templeville Vacation Rentals

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Templeville Vacation Homes

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Relax in this serene living space with a glass-top dining table and comfortable armchair.

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
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Relax in a serene hot tub under a covered pergola with a breathtaking view of the surrounding landscape.

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 $271
CA $612 total
includes taxes & fees
Jul 30 - Jul 31
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Stroll through the serene garden, surrounded by vibrant flowers and a charming birdcage.

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
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Escape to a charming cottage surrounded by lush greenery and trees, with a cozy porch and a brick chimney.

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
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Relax in a serene outdoor seating area with a pool, surrounded by lush trees and a well-maintained garden.

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*
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Enjoy cooking in this well-lit kitchen with a stainless steel sink, oven, and white cabinetry.

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
Turnbridge Manor
Relax in a serene outdoor setting surrounded by lush greenery and a small waterfall.

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
Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.
Kitchen features a stainless steel range hood, black oven, and a refrigerator, along with a coffee maker and microwave.

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.
Pet-Friendly Home on Chester River w/ Dock!
Relax in a spacious, open-plan room with multiple seating areas and large windows offering a view of the outdoors.

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (12)
"This was a wonderful house for our family gathering. We enjoyed watching the birds, fish, and wildlife from the glassed-in porch. We cooked in the well appointed kitchen and we kayaked too. Evolve staff was top notch all around."
Pet-Friendly Home on Chester River w/ Dock!
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Relax on the porch with a clear view of the lake and surrounding trees, surrounded by wicker furniture and a glass table.

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!

10.0 out of 10, Exceptional, (81)
"Loved our stay!"
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Relax in serene surroundings with Adirondack chairs overlooking the calm lake and lush green trees.

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
Spacious 5 Bedroom w/Pool, Patio and Theater
Stairs lead to a balcony with a view.

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
Your perfect Maryland escape awaits!
Cozy retreat with a fireplace, wooden floor, and a chair with a cushion.

Your perfect Maryland escape awaits!

10.0 out of 10, Exceptional, (4)
"Our group had another great stay. The house is exactly as pictured and the host is very responsive. Everything was perfect from checkin to departure. We will definitely stay at this house again!! "
Your perfect Maryland escape awaits!
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a granite countertop.

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

9.6 out of 10, Exceptional, (19)
"a great place to unwind. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Countryside Cottage in Sassafras
Guests can enjoy an outdoor space with a bench and grill.

Countryside Cottage in Sassafras

2.0 star property
Countryside Cottage in Sassafras
Guest Lodge | Private Pool | Outdoor Dining | Game Room
Enjoy a serene setting with a large backyard, swimming pool, and covered patio area.

Guest Lodge | Private Pool | Outdoor Dining | Game Room

10.0 out of 10, Exceptional, (1)
Guest Lodge | Private Pool | Outdoor Dining | Game Room
Amazing Modern house with a full kitchen and parking
Enjoy cooking in this well-equipped kitchen with an oven and microwave, featuring dark cabinets and a window with an outside view.

Amazing Modern house with a full kitchen and parking

9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
The price is CA $196
CA $420 total
includes taxes & fees
Aug 25 - Aug 26
Amazing Modern house with a full kitchen and parking
3 Mi to Dtwn: Townhome w/ Deck in Dover
Enjoy meals in the kitchen with a window offering a view of the outside, a dining table, and comfortable chairs.

3 Mi to Dtwn: Townhome w/ Deck in Dover

10.0 out of 10, Exceptional, (3)
"Absolutely beautiful home! Our stay was very comfortable and relaxing. The host was extremely gracious."
3 Mi to Dtwn: Townhome w/ Deck in Dover
Adorable two-bedroom retreat close to Easton, Denton, Centreville
Relax in the serene backyard patio area with a brick wall, wooden deck, and lush garden.

Adorable two-bedroom retreat close to Easton, Denton, Centreville

10.0 out of 10, Exceptional, (25)
"This home was perfect for a quiet getaway. Relaxing to come back to after a busy day out."
The price is CA $260
CA $495 total
includes taxes & fees
Aug 9 - Aug 10
Adorable two-bedroom retreat close to Easton, Denton, Centreville
Dover Home - 2 Mi to Delaware State University!
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a sink, and ample counter space.

Dover Home - 2 Mi to Delaware State University!

9.2 out of 10, Wonderful, (10)
"Clean, quiet and convenient spot for our stay in Dover. "
Dover Home - 2 Mi to Delaware State University!
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

Quality Inn & Suites Harrington - Milford

Quality Inn & Suites Harrington - Milford

10/10 Excellent
"The look is clean n warming or comfortable feeling. Not boring looking hotel same as the rest. It had homely touch. Love the pool. & location."
Mary 1-night trip
Posted 2 days ago
Quality Inn & Suites Harrington - Milford