Vacation rentals in Odyssey

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Top-rated vacation rentals in Odyssey

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

Guest favorite

Apartment in North Beach

4.97 out of 5 average rating, 100 reviews

Bayside Oasis of Southern Maryland

1 1/2 blocks from the beautiful Chesapeake Bay. Walk to boardwalk, restaurants and shopping. Beach opens, with some restrictions, May 28, 2021. Free beach pass provided. Quiet friendly town where everyone knows your name. King bed, private bath with shower (no tub). Free WiFi, private off street parking, 45” TCL-Roku TV, Echo Dot, Keurig w/pods for coffee and tea, full kitchen (no dishwasher), beach chairs, beach towels, dishes, flatware, pots pans. Chesapeake Beach is 1-mile south on Rt 262.

Mar 14 – 21

R2,476 ZAR per night
Guest favorite

Guesthouse in Annapolis

4.9 out of 5 average rating, 202 reviews

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Dec 1 – 8

R1,856 ZAR per night
Guest favorite

Townhouse in North Beach

4.96 out of 5 average rating, 160 reviews

Plant-Filled Oasis near Beach Town w/Passes, Tips

Welcome to A Haven Away! Relax in a plant-filled oasis which offers the perfect setting to unplug, relax, and connect with loved ones. Its prime location is in walking distance to ice cream, coffee shops, lots of fresh seafood, and wetlands. We can't wait to share our local recommendations so you can enjoy our little slice of heaven. 12 min walk to the beach, boardwalk, restaurants, and kids play areas in cute North Beach, MD 7 min drive to Herrington Harbor Find us on IG @ahavenaway

May 15 – 22

R5,649 ZAR per night

Popular amenities for Odyssey vacation rentals

Other great vacation rentals in Odyssey

Guest favorite

Home in Deale

4.99 out of 5 average rating, 125 reviews

Hannah’s Hideaway

Jan 15 – 22

R4,444 ZAR per night
Guest favorite

Guest suite in Tilghman Island

4.96 out of 5 average rating, 112 reviews

Black Walnut Cove Retreat, Tilghman Island

Apr 6 – 13

R2,801 ZAR per night
Guest favorite

Home in Deale

4.98 out of 5 average rating, 111 reviews

Chesapeake Waterfront-Hot Tub-Kayaks-King Bed

Dec 15 – 22

R9,770 ZAR per night
Guest favorite

Cottage in California

4.97 out of 5 average rating, 190 reviews

Cozy Little Cottage

Aug 28 – Sep 4

R1,683 ZAR per night
Guest favorite

Home in Cambridge

5.0 out of 5 average rating, 263 reviews

"Happy Campers" Waterfront Apartment!

Jan 30 – Feb 6

R2,933 ZAR per night
Guest favorite

Guest suite in Bowie

4.94 out of 5 average rating, 334 reviews

Beautiful Bsmt. Suite, Quiet, Upscale Neighborhood

Oct 7 – 14

R2,207 ZAR per night
Guest favorite

Cottage in Annapolis

4.94 out of 5 average rating, 308 reviews

Wright’s Cottage, Pets Welcome!

Aug 20 – 27

R3,521 ZAR per night
Guest favorite

Home in North Beach

4.86 out of 5 average rating, 58 reviews

Light of North Beach

Jul 15 – 22

R1,879 ZAR per night
Guest favorite

Guest suite in Chesapeake Beach

4.95 out of 5 average rating, 80 reviews

Nice Guest Suite at Chesapeake Bay

Jun 5 – 12

R2,652 ZAR per night
Guest favorite

Guest suite in North Beach

4.96 out of 5 average rating, 26 reviews

Brand New Guest Suite - Cozy 1 Bedroom Bungalow

Jun 18 – 25

R2,299 ZAR per night
Guest favorite

Cottage in North Beach

4.95 out of 5 average rating, 75 reviews

Quiet Coastal Cottage Escape with Water Views

Nov 29 – Dec 6

R3,013 ZAR per night
Superhost

Home in Upper Marlboro

4.83 out of 5 average rating, 6 reviews

Quiet Culdesac Neighborhood W/Deck, Grill, &Gazebo

Apr 12 – 19

R2,576 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Calvert County
  5. Odyssey