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Search Cottages in Middletown

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Compare 22 Cottages in Middletown with updated reviews, rates, and availability.

A cottage on the shore of the Delaware River
Exterior detail

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (59)
"The coziest house we have ever stayed at ! The host went above and beyond to have everything we could need! Would definitely recommend ! "
A cottage on the shore of the Delaware River
Be persuaded to experience this vintage cottage by the Sassa
Outdoor dining

Be persuaded to experience this vintage cottage by the Sassa

9.4 out of 10, Exceptional, (8)
"We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Exterior

Private Carriage House Retreat on a 33 Acre Historic Working Estate

10.0 out of 10, Exceptional, (11)
"Place was great !"
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Quarry Landing - Center of Town & River View - 3 Bedroom
Room

Quarry Landing - Center of Town & River View - 3 Bedroom

9.8 out of 10, Exceptional, (7)
"On a small hillside. Very quaint accommodation. Close to restaurants and river. Parking a little difficult to figure out, train is a bit loud and frequent but everything else was as advertised and nice. "
The price is AED 544
AED 857 total
includes taxes & fees
1 Dec - 2 Dec
Quarry Landing - Center of Town & River View - 3 Bedroom
Family-Friendly Cottage, Walk to the Beach!
Kennedyville Vacation Rental | 2BR | 1BA | 4 Stairs to Access | 1,000 Sq Ft

Family-Friendly Cottage, Walk to the Beach!

10.0 out of 10, Exceptional, (18)
"Another amazing stay at Robin’s Rest. Highly recommend for a quiet weekend getaway "
Family-Friendly Cottage, Walk to the Beach!
Thunder Hill Retreat - Peaceful - sleeps 12

Thunder Hill Retreat - Peaceful - sleeps 12

10.0 out of 10, Exceptional, (9)
"In the area to move our daughter in to her sophomore year of college"
The price is AED 694
AED 1,712 total
includes taxes & fees
25 Nov - 26 Nov
Thunder Hill Retreat - Peaceful - sleeps 12
Chesapeake Romantic Waterfront Home with Private Pool
Pool closed in winter and virtually staged because it was closed during pic.

Chesapeake Romantic Waterfront Home with Private Pool

8.8 out of 10, Excellent, (5)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool
Elsinboro Retreat I 3BR I 2BA I - enjoy fishing , hunting, jet skiing,& hiking.
Exterior

Elsinboro Retreat I 3BR I 2BA I - enjoy fishing , hunting, jet skiing,& hiking.

8.8 out of 10, Excellent, (3)
"Enjoyed our stay. House was perfect for the 2 of us. Definitely better than staying in a noisy hotel!"
Elsinboro Retreat I 3BR I 2BA I - enjoy fishing , hunting, jet skiing,& hiking.
Waterfront Cottage on the C&D Canal!
Exterior

Waterfront Cottage on the C&D Canal!

8.0 out of 10, Very Good, (5)
"Fantastic location "
Waterfront Cottage on the C&D Canal!
Waterfront cottage in historic Charlestown, Maryland
Aerial view

Waterfront cottage in historic Charlestown, Maryland

9.6 out of 10, Exceptional, (4)
"It was hot the week we stayed, and the ac could not keep up. and the creek was too low to kayak to the bay. It was a short walk to the beach which was nice. All and all it was a nice stay. "
Waterfront cottage in historic Charlestown, Maryland
Vintage Waterfront Cottage with Stunning Sunsets
Beach

Vintage Waterfront Cottage with Stunning Sunsets

10.0 out of 10, Exceptional, (5)
"thoroughly enjoyed our time at this lovely property. the quiet location, attention to detail, and communication with owners all made for an delightful stay. "
Vintage Waterfront Cottage with Stunning Sunsets
Waterfront Historical District Home Near River
Living area

Waterfront Historical District Home Near River

3.0 star property
Waterfront Historical District Home Near River
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

10.0 out of 10, Exceptional, (3)
"We had a wonderful time! Being near the water is my happy place. The size of the home is perfect for me. And the weather was perfect! Thank you!"
The price is AED 1,160
AED 1,806 total
includes taxes & fees
1 Dec - 2 Dec
Long Beach Cottage, (romantic couple’s getaway)
Charming 2-bedroom water oriented cottage with water access
Exterior

Charming 2-bedroom water oriented cottage with water access

Charming 2-bedroom water oriented cottage with water access
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay
Terrace/patio

Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

2.0 star property
9.0 out of 10, Wonderful, (2)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay
Adorable 100-year-old tiny home in historic town. Gym membership included!
Exterior

Adorable 100-year-old tiny home in historic town. Gym membership included!

10.0 out of 10, Exceptional, (1)
Adorable 100-year-old tiny home in historic town. Gym membership included!
Family-friendly Cottage, Walk to the Beach!
Living area

Family-friendly Cottage, Walk to the Beach!

3.0 star property
Family-friendly Cottage, Walk to the Beach!
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Property grounds

Wilmington Home ~ 28 Mi to Downtown Philadelphia!

3.0 star property
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Waterfront Millington Vacation Rental w/ Hot Tub!
Property grounds

Waterfront Millington Vacation Rental w/ Hot Tub!

3.0 star property
Waterfront Millington Vacation Rental w/ Hot Tub!
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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Other property types in Middletown

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterfront house with amazing views. Top of the Chesapeake
December sunrise from the deck

Waterfront house with amazing views. Top of the Chesapeake

10.0 out of 10, Exceptional, (94)
"Cute, up-to-date house, peaceful location, beautiful views. Well supplied kitchen, including sharp knives! Excellent communication with owner – prompt and helpful. Fast internet. Could use more bathroom surface areas; a few more hooks to hang clothes and towels; and an additional umbrella or two outside for shade. My mom, sister, and I thoroughly enjoyed our stay."
Waterfront house with amazing views. Top of the Chesapeake
Beachfront Sunsets on the Water at Oakwood Beach
Amazing sunsets!

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood 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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