Vacation rentals in Matapeake

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Top-rated vacation rentals in Matapeake

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

Guest favorite

Home in Stevensville

4.94 out of 5 average rating, 185 reviews

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

Enjoy your vacation in this Stylish Coastal-Country 3+ Bedroom Home w/3 acres of outdoor living! Perfect for Families & sleeps 14. We are conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets, Parties or Large Groups (14 max.). Book Today!

Feb 17 – 24

R4,203 ZAR per night
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

R3,767 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.

May 7 – 14

R3,170 ZAR per night

Popular amenities for Matapeake vacation rentals

Other great vacation rentals in Matapeake

Guest favorite

Guesthouse in Annapolis

4.87 out of 5 average rating, 310 reviews

Chesapeake Birdhouse Studio

Aug 7 – 14

R2,298 ZAR per night
Guest favorite

Home in Kent Narrows

5.0 out of 5 average rating, 275 reviews

Chester Riverfront At Kent Narrows

Nov 6 – 13

R7,208 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

Sep 11 – 18

R8,283 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

R3,728 ZAR per night
Guest favorite

Cottage in Stevensville

4.93 out of 5 average rating, 15 reviews

Cozy, Waterfront Getaway “The Great Nest”

Oct 9 – 16

R7,071 ZAR per night
Guest favorite

Guesthouse in Stevensville

5.0 out of 5 average rating, 23 reviews

Chesapeake Cottage

Dec 8 – 15

R4,062 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

R9,833 ZAR per night
Guest favorite

Home in Stevensville

4.97 out of 5 average rating, 95 reviews

The Kent Island House

May 2 – 9

R4,937 ZAR per night
Guest favorite

Home in Stevensville

5.0 out of 5 average rating, 79 reviews

Kent Island Waterfront Home with Amazing Sunsets

Nov 1 – 8

R9,555 ZAR per night
Guest favorite

Guesthouse in Chester

5.0 out of 5 average rating, 39 reviews

Waterfront Guest Cottage: Sunsets, Pool, Pier

Jan 12 – 19

R13,019 ZAR per night
Guest favorite

Home in Stevensville

5.0 out of 5 average rating, 99 reviews

Chesapeake Bay Waterfront ARTectural Home w/ Pool!

Aug 15 – 22

R18,129 ZAR per night
Guest favorite

Home in Stevensville

4.95 out of 5 average rating, 40 reviews

25-50% Off~Private Beach~Hot Tub~Fire Table~

Oct 5 – 12

R10,399 ZAR per night

Destinations to explore