Vacation rentals in Massey

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Top-rated vacation rentals in Massey

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Farm stay in Chestertown
Outrange at Blue Heron Farm
Enjoy the peace and tranquillity at “Outrange,” Blue Heron Farm’s recently updated cabin. This unique and rustic 2 bedroom, 1 bath home was designed by architect Randy Wagner and built in 1978. Tucked away on a 126 acre fourth-generation organic waterfront farm, Outrange is a private getaway situated just 15 minutes from historic Chestertown. With views of the Chester River and access to the farm’s private dock, Outrange is a magical getaway for anyone that loves the beauty of the Eastern Shore.
Sep 13 – 20
$202 per night
4.94 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Frederica
Smokefree Lakeside Relaxation
Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!
Sep 26 – Oct 3
$56 per night
4.96 out of 5 average rating, 248 reviews
Guest favorite
Guest suite in Chestertown
Beautiful Waterfront Chestertown Getaway
Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.
Jun 27 – Jul 4
$120 per night
4.99 out of 5 average rating, 189 reviews

Popular amenities for Massey vacation rentals

Other great vacation rentals in Massey

Guest favorite
Apartment in Dover
Cozy Apartment B 5GWiFi SmartTV Netflix
Jan 7 – 14
$85 per night
4.89 out of 5 average rating, 211 reviews
Guest favorite
Townhouse in Port Deposit
Quarry Landing *River View* in Port Deposit
$88 per night
4.96 out of 5 average rating, 138 reviews
Guest favorite
Cottage in Coatesville
Charming cottage on 50 acre Chester County farm
Feb 12 – 19
$157 per night
5.0 out of 5 average rating, 190 reviews
Guest favorite
Home in Millington
Lark's Nest on the Chester River
Sep 29 – Oct 6
$190 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Galena
Yellow Door Cottage
Aug 6 – 13
$169 per night
4.89 out of 5 average rating, 70 reviews
Guest favorite
Apartment in Dover
Cozy apartment in a quiet Amish country setting
Dec 16 – 23
$77 per night
4.88 out of 5 average rating, 81 reviews
Guest favorite
Apartment in Clayton
Quaint 1 BR apt in Historic Firehouse
Jun 7 – 14
$92 per night
4.95 out of 5 average rating, 40 reviews
Guest favorite
Home in Millington
The Peaceful Getaway (with private pool & hot tub)
Jun 6 – 13
$404 per night
4.91 out of 5 average rating, 32 reviews
Guest favorite
Cottage in Earleville
The Bohemia Charmer
Mar 12 – 19
$192 per night
4.98 out of 5 average rating, 54 reviews
Guest favorite
Cottage in Charlestown
Long Beach Cottage, (romantic couple’s getaway)
Aug 18 – 25
$531 per night
4.97 out of 5 average rating, 33 reviews
Guest favorite
Cottage in Earleville
The Cottage at Crystal
May 4 – 11
$135 per night
4.94 out of 5 average rating, 35 reviews
Guest favorite
Home in Smyrna
Mill Creek River House w/ hot tub Smyrna /Dover
Nov 19 – 26
$269 per night
4.92 out of 5 average rating, 24 reviews

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