House vacation rentals in Kent Island
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Top-rated house rentals in Kent Island
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kent Island house rentals
House rentals with a pool
Home in Saint Michaels
4.97 out of 5 average rating, 238 reviewsMiles Aweigh
Dec 6 – 13
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
Nov 22 – 29
Home in Edgewater
4.95 out of 5 average rating, 120 reviewsHouse in Edgewater Maryland
Apr 13 – 20
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Feb 2 – 9
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
Oct 2 – 9
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
Feb 5 – 12
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
Nov 15 – 22
Home in Stevensville
4.98 out of 5 average rating, 62 reviewsBeautiful Kent Island Getaway with Pool
Dec 24 – 31
Weekly house rentals
Home in Silver Spring
4.99 out of 5 average rating, 153 reviewsEntire Guest Suite/Apt in Silver Spring/FDA
Jun 20 – 27
Home in Chester
5.0 out of 5 average rating, 14 reviews*Waterfront Sunset Bayview* sleeps 6
Dec 2 – 9
Home in Stevensville
5.0 out of 5 average rating, 40 reviewsModern Island Escape by the Bay
Dec 26 – Jan 2
Home in Stevensville
4.97 out of 5 average rating, 97 reviewsThe Kent Island House
Oct 3 – 10
Home in Stevensville
5.0 out of 5 average rating, 10 reviewsBeachside Dream
Dec 7 – 14
Home in Stevensville
5.0 out of 5 average rating, 30 reviewsBayview Bungalow - Water view, EV charging station
Nov 26 – Dec 3
Home in Stevensville
5.0 out of 5 average rating, 80 reviewsKent Island Waterfront Home with Amazing Sunsets
Oct 31 – Nov 7
Home in Stevensville
4.86 out of 5 average rating, 49 reviewsCheerful & Spacious Shore Life Beauty!
Dec 10 – 17
Private house rentals
Home in Stevensville
5.0 out of 5 average rating, 23 reviewsAway at the Bay: New Home on the Chesapeake Bay!
Apr 10 – 17
Home in Chester
4.94 out of 5 average rating, 36 reviewsWaterfront Paradise to Work or Rest
Jun 14 – 21
Home in Greensboro
4.96 out of 5 average rating, 48 reviewsCozy 2 bedroom home on wooded private lane
Feb 21 – 28
Home in Stevensville
5.0 out of 5 average rating, 51 reviewsLove Point Idyll - 240' Private Beachfront
Feb 20 – 27
Home in Grasonville
5.0 out of 5 average rating, 25 reviews*NewHotTub*LuxuryCoastal*CloseToWeddingVenues
Jun 23 – 30
Home in Stevensville
4.98 out of 5 average rating, 55 reviewsCozy home with Screened Porch, Min from Weddings
Dec 26 – Jan 2
Home in Chester
5.0 out of 5 average rating, 7 reviewsA Shore Thing waterfront home with private pier
Oct 18 – 25
Home in Pasadena
5.0 out of 5 average rating, 17 reviewsWaterfront CHeerful 2 with Private home
Jan 23 – 30
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