Kent Narrows vacation rentals

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Top-rated vacation rentals in Kent Narrows

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

Guest favorite

Apartment in Stevensville

4.97 out of 5 average rating, 239 reviews

Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

Aug 16 – 23

R3,759 ZAR per night
Guest favorite

Houseboat in Grasonville

4.99 out of 5 average rating, 113 reviews

Cass-Away A Luxury Houseboat

Kent Narrows Rentals welcomes you aboard Cass-Away! A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! With 9 waterfront bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C., St. Michael’s, and Ocean City. NO Fishing/Crabbing on property! Check our website for more info!

Feb 2 – 9

R3,299 ZAR per night
Superhost

Apartment in Grasonville

4.89 out of 5 average rating, 173 reviews

Halcyon house. Lovely views on MD eastern shore.

This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to some restaurants.

Feb 7 – 14

R3,166 ZAR per night

Popular amenities for Kent Narrows vacation rentals

Stay near Kent Narrows's top sights

The Jetty47 locals recommend
Fisherman's Inn Restaurant27 locals recommend
Harris Crab House22 locals recommend
Fisherman's Crab Deck19 locals recommend
Bridges Restaurant47 locals recommend
Annie's Paramount Steak & Seafood House8 locals recommend

Other great vacation rentals in Kent Narrows

Guest favorite

Home in Stevensville

4.94 out of 5 average rating, 185 reviews

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Feb 17 – 24

R4,197 ZAR per night
Guest favorite

Home in Shady Side

5.0 out of 5 average rating, 113 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Mar 18 – 25

R9,111 ZAR per night
Guest favorite

Apartment in Pasadena

4.99 out of 5 average rating, 541 reviews

Sea Dreamer aka Phenomenal Hospitality

Nov 16 – 23

R1,786 ZAR per night
Guest favorite

Cottage in Annapolis

4.96 out of 5 average rating, 328 reviews

Relaxing Water Views - Mill Creek Cottage

Dec 21 – 28

R3,723 ZAR per night
Guest favorite

Guesthouse in Glen Burnie

4.94 out of 5 average rating, 259 reviews

The Crab House - a Private, Waterfront Guest House

Feb 22 – Mar 1

R4,487 ZAR per night
Superhost

Home in Queenstown

4.81 out of 5 average rating, 143 reviews

Bay Breeze Retreat

Apr 26 – May 3

R17,163 ZAR per night
Guest favorite

Guest suite in Stevensville

4.97 out of 5 average rating, 144 reviews

Kent Island Haven - A Waterfront Getaway

Mar 15 – 22

R3,583 ZAR per night
Guest favorite

Apartment in Essex

4.97 out of 5 average rating, 220 reviews

A place unique on sue creek

Feb 25 – Mar 4

R1,709 ZAR per night
Guest favorite

Guest suite in Chestertown

4.99 out of 5 average rating, 189 reviews

Beautiful Waterfront Chestertown Getaway

Sep 14 – 21

R2,656 ZAR per night
Superhost

Bungalow in Deale

4.86 out of 5 average rating, 353 reviews

Cozy waterfront getaway on the Bay

Jan 24 – 31

R3,453 ZAR per night
Guest favorite

Tiny home in Cambridge

4.99 out of 5 average rating, 152 reviews

Blackwater Refuge House on The Farm, water access

May 24 – 31

R2,050 ZAR per night
Guest favorite

Home in Grasonville

5.0 out of 5 average rating, 19 reviews

Bay Breeze-Chester River Retreat

Sep 26 – Oct 3

R8,687 ZAR per night

Other great vacation rentals in Kent Narrows

Guest favorite

Guesthouse in Chester

5.0 out of 5 average rating, 39 reviews

Waterfront Guest Cottage: Sunsets, Pool, Pier

Jan 11 – 18

R13,001 ZAR per night
Guest favorite

Home in Grasonville

5.0 out of 5 average rating, 21 reviews

*NewHotTub*LuxuryCoastal*CloseToWeddingVenues

May 31 – Jun 7

R10,100 ZAR per night
Guest favorite

Barn in Queenstown

5.0 out of 5 average rating, 40 reviews

Waterfront Modern Guest Barn

Aug 23 – 30

R11,745 ZAR per night
Guest favorite

Home in Chester

5.0 out of 5 average rating, 38 reviews

Chester Delight- Fireplace/Deck&Patio+fenced yard

Sep 13 – 20

R10,600 ZAR per night
Guest favorite

Home in Stevensville

5.0 out of 5 average rating, 20 reviews

Away at the Bay: New Home on the Chesapeake Bay!

Mar 12 – 19

R9,820 ZAR per night
Guest favorite

Home in Stevensville

4.98 out of 5 average rating, 61 reviews

Beautiful Kent Island Getaway with Pool

Nov 12 – 19

R14,132 ZAR per night
Superhost

Guesthouse in Queenstown

4.9 out of 5 average rating, 20 reviews

Waterfront Getaway

Mar 5 – 12

R3,731 ZAR per night
Guest favorite

Houseboat in Stevensville

4.96 out of 5 average rating, 26 reviews

Chesapeake Houseboat Getaway

Sep 9 – 16

R6,577 ZAR per night
Superhost

Home in Chester

5.0 out of 5 average rating, 6 reviews

A Shore Thing waterfront home with private pier

Dec 2 – 9

R7,714 ZAR per night
Guest favorite

Home in Chester

4.94 out of 5 average rating, 34 reviews

Waterfront Paradise to Work or Rest

Apr 1 – 8

R8,315 ZAR per night
Guest favorite

Home in Greensboro

4.95 out of 5 average rating, 44 reviews

Cozy 2 bedroom home on wooded private lane

Feb 5 – 12

R2,431 ZAR per night
Guest favorite

Home in Rock Hall

5.0 out of 5 average rating, 11 reviews

Chesapeake Bay Retreat w/ Views!

Aug 13 – 20

R5,265 ZAR per night

Destinations to explore