South River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in South River, Maryland on RentalSaver.com!

South River Rentals

From $519 per night (USD)
VRBO
Great Entertaining Spot for any Occassion!
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
This newly built 2012 Carriage House has all the bells and whistles for a relaxed fiiends and family stay. Enjoy this u ...
From $519 per night (USD)
VRBO
From $239 per night (USD)
VRBO
New Bungalow with view of South River!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern bungalow that ha ...
From $239 per night (USD)
VRBO
$Nice retreat apartment\/private patio, min. away from USNA & Downtown Annapolis$
Click For Pricing
VRBO
Nice retreat apartment\/private patio, min. away from USNA & Downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nice 2 bedrooms / 1 bathroom appartment in the lower level of a single home, private entrance and patio in the back of t ...
Click For Pricing
VRBO
From $1077 per night (USD)
Expedia
Annapolis Area Private, 3 Bedroom Pool, Jacuzzi & Sauna & Casino-Like Game Room
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lovely 3 bedroom house, beautifully furnished, 2 gourmet kitchens, outdoor oasis with pool, jacuzzi, sauna, steam room ...
From $1077 per night (USD)
Expedia
Click For Pricing
VRBO
Downtown Annapolis Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Two bedroom and two bathroom in Historic Annapolis, only 1 mile from arts district (west street), 2 miles from downtown ...
Click For Pricing
VRBO
From $399 per night (USD)
Expedia
Adorable waterside cottage with pool Beach community
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
1920's two level cottage with multiple decks and a private inground swimming pool. This home boasts water views from eve ...
From $399 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Waterfront house on a point where the South River meets Boyd’s Point. House was built in 2021 with huge gourmet kitchen ...
Click For Pricing
VRBO
From $384 per night (USD)
Expedia
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
The Beachwood Cottage is located near Mayo, Maryland, on the western shore of the Chesapeake Bay. The property sits on R ...
From $384 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This upscale 2 bedroom, 1 bathroom water view cottage is located in a private beach community off of the Chesapeake Bay ...
From $308 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Private Cottage on gated estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Completely remodeled guest cottage on gated, private estate. Home is located just minutes from Eastport, Downtown Annapo ...
From $249 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Private Apartment - Minutes to USNA
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Entire home You’ll have the apartment to yourself. Great location 100% of recent guests gave the location a 5-star ratin ...
From $152 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Chesapeake Bay single family home
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Quaint community of Arundel on the Bay in Annapolis, Maryland. Spacious 4 bedroom, 3.5 bathrooms in 3000 s.f. waterfront ...
From $597 per night (USD)
Expedia
From $280 per night (USD)
VRBO
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Treat yourself to the best while in Annapolis! Gorgeous 1500 sq. ft. custom designed waterfront apartment that takes fu ...
From $280 per night (USD)
VRBO
From $303 per night (USD)
Expedia
The Yellow Cottage on Harness Creek
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The minute you step into our charming waterfront cottage you will feel right at home! Situated on Harness Creek, in a q ...
From $303 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Book for CW 2025 Water views from one-level dog-friendly home with screened porch and backyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Still Available for Commissioning Week 2025! Escape to a tranquil waterfront retreat with stunning views of the Chesape ...
From $605 per night (USD)
VRBO
From $1921 per night (USD)
Expedia
Annapolis Waterfront Oasis with Pool, Hot Tub & Piers with L2 EV Charger
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
**** 360 Tour ******* https://youriguide.com/7cdq0_3731_thomas_point_rd_annapolis_md Enjoy Annapolis with family & fri ...
From $1921 per night (USD)
Expedia
From $565 per night (USD)
VRBO
Available for CW 2025 Waterfront neighborhood, with fenced-in yard and dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Still available for Commissioning Week 2025! Welcome to the Shore Leave! Just a five minute walk to the beach, five mi ...
From $565 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Available for CW 2025 Family and Pet-friendly Edgewater cottage with hot tub in waterfront community
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Still available for Commissioning Week 2025! Welcome to this charming cottage located in a water-privileged community i ...
From $441 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Charming Annapolis Guest House
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This charming guest house with private access is in a great location! Just 2 miles from the Naval Academy, Downtown Anna ...
From $312 per night (USD)
VRBO
$New Loft w\/South River view from treehouse deck!$
From $151 per night (USD)
Expedia
New Loft w\/South River view from treehouse deck!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the quiet Sylvan Shores neighborhood and a view of the South River and bridges in this new modern apartment that h ...
From $151 per night (USD)
Expedia
$Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.$
From $1256 per night (USD)
VRBO
Contemporary waterfront 4BR home close to downtown Annapolis - stunning water views w\/private dock\/pier\/ private pool and kayaks.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
STR259 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1256 per night (USD)
VRBO
From $685 per night (USD)
Expedia
Coastal Cottage - 3 BR -Retreat Near Annapolis | Bay Views | Beach Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
STR-000324 -THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONT ...
From $685 per night (USD)
Expedia
From $1350 per night (USD)
VRBO
Commissioning Week Escape with Pool and Beautiful 4 Seasons room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
STR00808 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTA ...
From $1350 per night (USD)
VRBO
From $1246 per night (USD)
Expedia
RARELY AVAILABLE FOR COMMISSIONING WEEK! Complete WATERFRONT LIVING!
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
STR-250 - THIS HOME IS MANAGED BY ANNAPOLIS ACCOMMODATIONS. YOUR RESERVATION IS NOT CONFIRMED UNTIL YOU HAVE BEEN CONTAC ...
From $1246 per night (USD)
Expedia
From $1133 per night (USD)
VRBO
Clean, Spacious Family House
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
5 bedrooms (sleeps 9). First-floor wheelchair accessible bedroom with ADA compliant bathroom. Entertaining kitchen and p ...
From $1133 per night (USD)
VRBO
From $733 per night (USD)
VRBO
DISCOUNTED FOR USNA COMMISSIONING WEEK 2024 and 2025! Short term and weekends.
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Beautiful, remodeled 3 BR home with stunning great room addition, 20' x 20' screened, covered porch with newly added out ...
From $733 per night (USD)
VRBO
Click For Pricing
VRBO
Vacation house near Downtown Annapolis
Bedrooms:
5
Bathrooms:
8
Sleeps:
12
Enjoy a weekend away in a secluded house in a lovely neighborhood right outside Annapolis. Our house is set back from th ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Cute, cozy rancher close to down town Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private location with plenty of parking. Newly renovated bathroom, french doors open to deck; great for indoor-outdoor l ...
Click For Pricing
Expedia
From $155 per night (USD)
VRBO
A Serene Tiny Home Experience
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
A stand-alone gem nestled against a wooded backdrop - well back from the main home - and wrapped in a huge, teak-furnish ...
From $155 per night (USD)
VRBO
Click For Pricing
Expedia
Indoor Soft Hot Tub - Family Stay @ The Cape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make some memories at this unique and family-friendly place. Family Friendly Staycation fully outfitted to accommodate ...
Click For Pricing
Expedia
From $443 per night (USD)
VRBO
Quiet Home Close to Downtown Annapolis and Parks
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $443 per night (USD)
VRBO
From $690 per night (USD)
Expedia
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to La Maison, a light-filled, stylish 4-bedroom, 2.5-bath waterfront retreat on the South River—just minutes fro ...
From $690 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis House
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Traditional 4 bedroom house in neighborhood with loft. Lots of room to move around in with gated back yard. Only 3 mi ...
Click For Pricing
VRBO
From $329 per night (USD)
VRBO
Charming 3BDR Bungalow Near Annapolis
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Stay in a clean, comfortable bungalow near scenic Annapolis! With 3 bedrooms, 2 baths, ample parking, and a fully stock ...
From $329 per night (USD)
VRBO
From $953 per night (USD)
VRBO
Captain's Retreat! Newly Renovated - few steps from the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beautiful newly renovated 3500 square foot 4 bedroom 2.5 bath home located in Arundel on the Bay! Steps to the Beach and ...
From $953 per night (USD)
VRBO
From $860 per night (USD)
Expedia
Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This clean, peaceful, 5 BR, 4 BA house features a waterfront view from 2 spacious decks in a quiet community. Perfect fo ...
From $860 per night (USD)
Expedia
From $2143 per night (USD)
VRBO
Riverfront Retreat 7mil from MD Renaissance Fest!
Bedrooms:
6
Bathrooms:
10
Sleeps:
16
Welcome to your serene retreat on the South River! The heart of this expansive estate is a charming cottage with 5 bedro ...
From $2143 per night (USD)
VRBO
From $1089 per night (USD)
Expedia
Luxe Waterside Escape with Pool & Hot Tub
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to The Luxe! A newly renovated 5 bedroom 3.5 bath home on the South River, 15 minutes outside of Annapolis & Nav ...
From $1089 per night (USD)
Expedia
$Coastal Edgewater Home w\/ Private Hot Tub!$
From $445 per night (USD)
VRBO
Coastal Edgewater Home w\/ Private Hot Tub!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Your next maritime retreat awaits at this 5-bedroom, 2-bath Edgewater vacation rental! Featuring 2 Smart TVs, a fully eq ...
From $445 per night (USD)
VRBO
From $1725 per night (USD)
Expedia
Waterfront Escape Near Annapolis
Bedrooms:
5
Bathrooms:
7
Sleeps:
26
A perfect getaway in a quiet neighborhood with access to Whitemarsh Creek, Rhode River & Chesapeake Bay. Beautiful horse ...
From $1725 per night (USD)
Expedia
$Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC$
From $1351 per night (USD)
VRBO
Spacious home with an outdoor pool, screened porch, washer\/dryer & central AC
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Thomas Point Tranquility Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $1351 per night (USD)
VRBO
$Annapolis Cozy Beachfront\/Waterfront w\/Chesapeake Bay Bridge view$
From $612 per night (USD)
Expedia
Annapolis Cozy Beachfront\/Waterfront w\/Chesapeake Bay Bridge view
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Annapolis Beachfront w/Bay Bridge view - Wake up to a beautiful view of the sunrise over the Chesapeake Bay. Go to sleep ...
From $612 per night (USD)
Expedia
$Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA$
From $516 per night (USD)
VRBO
Chesapeake Bay Getaway | New Waterfront With Private Pier | Near Annapolis \/USNA
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Gorgeous sunrises from your completely remodeled waterfront cottage! Experience fresh Maryland Crabs or fish caught from ...
From $516 per night (USD)
VRBO
From $766 per night (USD)
Expedia
Charming Annapolis WaterVIEW Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters o ...
From $766 per night (USD)
Expedia
From $947 per night (USD)
VRBO
Serene waterfront sunsets in this sprawling historic Annapolis home
Bedrooms:
2
Bathrooms:
7
Sleeps:
10
Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sit ...
From $947 per night (USD)
VRBO
Click For Pricing
Expedia
Studio, water community, private entrance, paver patio, off street parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Cozy studio, water access community with oversized windows facing large fenced yard with private paver patio, private en ...
Click For Pricing
Expedia
From $563 per night (USD)
VRBO
Water Views - Close to Downtown Annapolis
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come enjoy an Annapolis getaway. Perfect for vacations, and enjoying the Chesapeake Bay, and Maryland's capital city onl ...
From $563 per night (USD)
VRBO
$Waterfront Cottage by Annapolis w\/ Pool & Hot Tub$
From $651 per night (USD)
Expedia
Waterfront Cottage by Annapolis w\/ Pool & Hot Tub
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
This home is minutes from Annapolis and within a 30 minute drive to Washington DC & 15 minutes from Navy Marine Corps Me ...
From $651 per night (USD)
Expedia
From $262 per night (USD)
VRBO
2-story, riverfront home with private dock, inviting deck & dog-friendly yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Song of River City Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $262 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront Beach House with amazing views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The perfect place to experience amazing sunrise/sunset views on the water, beach within walking distance, restaurants, d ...
Click For Pricing
Expedia
From $513 per night (USD)
VRBO
Bay Poolhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Bay Pool House License number 000268 ...
From $513 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The charming home is a 3 bedroom 2 full bath that's been professionally decorated and has exotic tiger hardwood flooring ...
From $514 per night (USD)
VRBO
From $575 per night (USD)
VRBO
Jackson's Bunker in Eastport with fenced-in backyard and dog friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Available for Commissioning Week 2025! Located in the Annapolis "Republic of Eastport", this charming pet-friendly home ...
From $575 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Cozy Home in Beautiful Annapolis
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Keep it simple at this peaceful and centrally located Annapolis home. It has all the amenities and essentials of a home ...
From $283 per night (USD)
Expedia
Click For Pricing
VRBO
Old home with Million dollar view
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Old home with million dollar view. New bed & bedding. So many good restaurants nearby. Waterfront with deck & dock. Down ...
Click For Pricing
VRBO
From $540 per night (USD)
Expedia
7 mins away from Downtown Annapolis
Bedrooms:
2
Bathrooms:
6
Sleeps:
11
Come stay at our cozy house. Perfect for a group of 11people. Share beautiful memories that will last a lifetime. Close ...
From $540 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Searenity Stays, a Cozy Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Furnished, Cozy Home (3 Bd, 2 Bth) Near Chesapeake Bay, Parks & Playgrounds Relax and enjoy your time with family and fr ...
From $292 per night (USD)
VRBO
From $160 per night (USD)
Expedia
Private Cottage in quiet Annapolis Bay Front Community
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quaint cottage in Bay front community 4 miles from Historic Downtown Annapolis! Cozy living space, fully equipped kitch ...
From $160 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Charming Cottage with Hot Tub 1 Block from the Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy Annapolis with family & friends all year at this fully stocked and freshly renovated cottage just a block from the ...
From $553 per night (USD)
VRBO
From $783 per night (USD)
Expedia
Oyster Harbor Waterfront Vacation Home -- Private Dock and Backyard
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Spacious and luxurious vacation home in Oyster Harbor, Annapolis. Features 4 bedrooms (7 beds), 3 full baths. A lively o ...
From $783 per night (USD)
Expedia
From $342 per night (USD)
VRBO
Comfortable Townhouse Minutes from City Dock and US Naval Academy!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Make this well-appointed townhouse your home away from home in the family-friendly Hunt Meadow community conveniently lo ...
From $342 per night (USD)
VRBO
From $1427 per night (USD)
VRBO
Waterfront Architectural Masterpiece with private dockage available.
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
Heron Point House is an owner imagined home, designed by one of the region's leading architects and built to perfection. ...
From $1427 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Nautical Adventure Awaits in Annapolis Suites! Pets Allowed Here! Free Breakfast
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $185 per night (USD)
VRBO
From $1702 per night (USD)
Expedia
Custom-built chalet w private pier and hot tub at On the Waterfront in Edgewater
Bedrooms:
7
Bathrooms:
6
Sleeps:
15
Stay at On The Waterfront in Edgewater, MD at this amazing custom-built estate resembling a ski chalet. Located on almos ...
From $1702 per night (USD)
Expedia
$Entire house on quiet street w\/fenced yard—1 block from river, 3 from bay$
From $424 per night (USD)
VRBO
Entire house on quiet street w\/fenced yard—1 block from river, 3 from bay
Bedrooms:
4
Bathrooms:
2
Sleeps:
6
Arundel-on-the-Bay is a private community on Annapolis Neck peninsula, and this home sits right in the middle. Ideal sp ...
From $424 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Belle By The Bay Summ
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This lovely home has 3 bedrooms, 2.5 bathrooms, fully equipped kitchen with large island that seats 4 and an ou ...
From $340 per night (USD)
Expedia
$Waterfront Estate w\/ Private Beach + Dock$
From $2280 per night (USD)
VRBO
Waterfront Estate w\/ Private Beach + Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
14
Private Nantucket style waterfront estate w/ beach, deep water slips and a 180 waterview. Expansive western sunsets on F ...
From $2280 per night (USD)
VRBO
Click For Pricing
Expedia
Lakefront House- near downtown Annapolis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
Click For Pricing
Expedia
From $1180 per night (USD)
VRBO
Get Ready for Blissful Getaway! Short Drive to Chase Lloyd House, Pet-Friendly
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $1180 per night (USD)
VRBO
$Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking$
From $785 per night (USD)
VRBO
Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $785 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $388 per night (USD)
VRBO
$Beach cottage with firepit, grill, outdoor areas, AC, & W\/D$
From $774 per night (USD)
Expedia
Beach cottage with firepit, grill, outdoor areas, AC, & W\/D
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pine Whiff Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $774 per night (USD)
Expedia
$London Towne Bungalow w\/Loft - Walk to the Beach!$
From $394 per night (USD)
VRBO
London Towne Bungalow w\/Loft - Walk to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This charming London Towne Bungalow is just a short walk from Edgewater Park and Historic London Town & Gardens, a histo ...
From $394 per night (USD)
VRBO
$Edgewater\/Mayo Getaway!$
From $544 per night (USD)
Expedia
Edgewater\/Mayo Getaway!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming, spacious single-family home in the heart of Mayo, perfect for families or groups. Comfortably sleeps 6 with sp ...
From $544 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Waterfront Getaway, Dock Your Boat & Play!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Dock your boat or park your car and enjoy an expansive waterfront escape! Our brand-new guest unit offers all the amenit ...
From $396 per night (USD)
VRBO
From $1174 per night (USD)
VRBO
The Fritz! - South River Waterfront with Elevator
Bedrooms:
5
Bathrooms:
3
Sleeps:
8
Resting on the peaceful shores of the South River, "The Fritz" is a timeless, elegant waterfront retreat, cherished by o ...
From $1174 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Pet Friendly Annapolis Cottage that Backs Up to Stunning Quiet Waters Park!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to my home! I hope that you love it as much as I do. It is an open concept 3 bedroom (two queens and a king) 1 ...
From $354 per night (USD)
VRBO
$Sunny and spacious water view\/access home in Annapolis.$
From $538 per night (USD)
Expedia
Sunny and spacious water view\/access home in Annapolis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The property is all set up for boating and fishing with a drive-thru driveway. It is located one block from the boat ram ...
From $538 per night (USD)
Expedia
From $828 per night (USD)
VRBO
Private Waterfront Woods | Dock, Kayaks, Views
Bedrooms:
4
Bathrooms:
5
Sleeps:
19
Welcome to The Compass Rose, a serene haven with backyard shoreline surrounded by 4+ acres of pristine woods. Enjoy excl ...
From $828 per night (USD)
VRBO
From $1181 per night (USD)
Expedia
Six bedroom 2020 Fountaine Pajot catamaran
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Beautiful 6 bedroom 6 bathroom catamaran just miles from downtown Annapolis on the South River from June to November. Sa ...
From $1181 per night (USD)
Expedia
From $3451 per night (USD)
VRBO
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Why rent a hotel when you can be in a Floatel on a Fountaine Pajot Saba luxurious 50 foot catamaran six Cabin six head l ...
From $3451 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Home 2 Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This 2 bedroom condo has lots of extra space for your Annapolis stay. Fully stocked galley kitchen, master suite, washer ...
From $237 per night (USD)
VRBO
$Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit$
From $506 per night (USD)
VRBO
Gorgeous dog-friendly retreat w\/ fireplace, patio, & firepit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Anchors Away Abode Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $506 per night (USD)
VRBO
From $544 per night (USD)
Expedia
Annapolis Retreat - 7 mins from downtown Annapolis!
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Welcome to this charming five-bedroom, two-bathroom escape nestled in the Hillsmere Shores neighborhood of Annapolis. Ju ...
From $544 per night (USD)
Expedia
Click For Pricing
VRBO
Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
Click For Pricing
VRBO
From $314 per night (USD)
Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $314 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Property is 2 bedrooms and 1 bathroom furnished with brand new furniture. Bedrooms have fitted with comfortable queen si ...
From $326 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Riverview Retreat on Warehouse Creek
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Riverview Retreat on Warehouse Creek is a renovated, cozy, and luxurious guest house, offering families and groups a ser ...
From $357 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Waterfront Getaway - Dock UR Boat & Walk to Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Luxurious Waterfront Escape in Annapolis ◉ Private Beach Access: Step right onto the shore for a peaceful retreat ◉ Arch ...
From $678 per night (USD)
VRBO
From $733 per night (USD)
VRBO
This tent is a 0 bedroom(s), 1 bathrooms, located in Edgewater, MD.
Bedrooms:
1
Bathrooms:
1
Sleeps:
16
Escape it all this winter with a cozy retreat under the stars—set up camp for an intimate waterfront glamping experience ...
From $733 per night (USD)
VRBO
Click For Pricing
VRBO
Downtown Annapolis Luxury House
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Our downtown luxury cottage is located 1.4 miles from Church Circle, which is the heart of downtown Annapolis. We are wa ...
Click For Pricing
VRBO
From $258 per night (USD)
VRBO
Sailboat Experience in Annapolis
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Choosingthis C and C 33 sailboat for your stay is opting for an experience over extravagance. It's about immersing yours ...
From $258 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Water view studio. 20 minutes from Annapolis.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This property is an efficiency that sits on top of a garage in a quiet neighborhood. The perfect place to stay while ta ...
From $179 per night (USD)
VRBO
$Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis$
From $166 per night (USD)
VRBO
Minutes from History: Room w\/ Free Breakfast Near Downtown Annapolis
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $166 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Our Welcoming Suite in Annapolis Near Historic Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $179 per night (USD)
VRBO
$Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites$
From $165 per night (USD)
VRBO
Annapolis Adventure: Room w\/ Outdoor Pool + Easy Access to Historic Sites
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $165 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Grandma's Summer House @ Beverly Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Grandma's Summer House @ Beverly Beach, our newly renovated getaway! Whether you're planning a short escape o ...
From $433 per night (USD)
VRBO
From $1038 per night (USD)
Expedia
Water-view escape with WFH desk & entertainer's deck - dog-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Cardinal's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1038 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Experience Historical Annapolis + Complimentary Breakfast! Outdoor Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Here, each stay is enhanced by complimentary amenities, including a hot breakfast, WiFi, and parking. Our suites provide ...
From $173 per night (USD)
VRBO
Click For Pricing
Expedia
Holly Hill Haven Summ
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Escape to our beautifully renovated home in the heart of the scenic Mayo Peninsula! Nestled in the charming community of ...
Click For Pricing
Expedia

Search Your Destination Now!

South River Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 130 Rentals