Holiday rentals near The Mainstay
We found 818 holiday rentals — enter your dates for availability
Take a look at holiday rentals near The Mainstay that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include Wi-Fi and a fireplace. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - The Mainstay
Showing deals for:31 Oct - 7 Nov
Image gallery for Brand New Spacious Luxury Home
1010 out of 10 rating
Exceptional
(8 reviews)
Brand New Spacious Luxury Home
Annapolis, MD
7% off
Price is NZ$9,222
NZ$9,222
NZ$1,317 per night
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is NZ$3,597
NZ$3,597
NZ$514 per night
includes taxes & fees
Image gallery for HGTV quality, private guest suite, country getaway with hot tub & fire pit
1010 out of 10 rating
Exceptional
(6 reviews)
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville, MD
8% off
Price is NZ$3,802
NZ$3,802
NZ$543 per night
includes taxes & fees
Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Annapolis, MD
12% off
Price is NZ$5,320
NZ$5,320
NZ$760 per night
includes taxes & fees
Image gallery for Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
1010 out of 10 rating
Exceptional
(7 reviews)
Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, MD
17% off
Price is NZ$4,926
NZ$4,926
NZ$704 per night
includes taxes & fees
Image gallery for Rare find! Chic cottage, salt water heated pool May 15-Oct15.
1010 out of 10 rating
Exceptional
(52 reviews)
Rare find! Chic cottage, salt water heated pool May 15-Oct15.
Arnold, MD
12% off
Price is NZ$10,008
NZ$10,008
NZ$1,430 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is NZ$11,302
NZ$11,302
NZ$1,615 per night
includes taxes & fees
Image gallery for Gorgeous Creek Side Ranch-Style Estate With Dock
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Gorgeous Creek Side Ranch-Style Estate With Dock
Queenstown, Maryland
7% off
Price is NZ$8,138
NZ$8,138
NZ$1,163 per night
includes taxes & fees
Image gallery for Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville, MD
17% off
Price is NZ$3,104
NZ$3,104
NZ$443 per night
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available
1010 out of 10 rating
Exceptional
(46 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
14% off
Price is NZ$5,548
NZ$5,548
NZ$793 per night
includes taxes & fees
Image gallery for Waterfront Sunset Bayview: sleeps 6
1010 out of 10 rating
Exceptional
(19 reviews)
Waterfront Sunset Bayview: sleeps 6
Chester, MD
8% off
Price is NZ$5,326
NZ$5,326
NZ$761 per night
includes taxes & fees
Image gallery for Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
1010 out of 10 rating
Exceptional
(6 reviews)
Waterfront Retreat with Private Beach and Amazing View on Chesapeake Bay
Middle River, MD
7% off
Price is NZ$10,771
NZ$10,771
NZ$1,539 per night
includes taxes & fees
Image gallery for Annapolis Entertainment Complex
1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
8% off
Price is NZ$9,037
NZ$9,037
NZ$1,291 per night
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet
9.69.6 out of 10 rating
Exceptional
(76 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
11% off
Price is NZ$4,945
NZ$4,945
NZ$706 per night
includes taxes & fees
Image gallery for Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
1010 out of 10 rating
Exceptional
(48 reviews)
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Rock Hall, MD
12% off
Price is NZ$3,031
NZ$3,031
NZ$433 per night
includes taxes & fees
Image gallery for Eastern Shore beach cottage get-away
1010 out of 10 rating
Exceptional
(136 reviews)
Eastern Shore beach cottage get-away
Rock Hall, MD
8% off
Price is NZ$3,964
NZ$3,964
NZ$566 per night
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
8% off
Price is NZ$2,922
NZ$2,922
NZ$417 per night
includes taxes & fees
Image gallery for Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
1010 out of 10 rating
Exceptional
(5 reviews)
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Chestertown, MD
12% off
Price is NZ$2,839
NZ$2,839
NZ$406 per night
includes taxes & fees
Image gallery for Want to get away? Staying with us. Very relaxing.
8.88.8 out of 10 rating
Excellent
(11 reviews)
Want to get away? Staying with us. Very relaxing.
Pasadena, MD
11% off
Price is NZ$2,732
NZ$2,732
NZ$390 per night
includes taxes & fees
Image gallery for Secluded Waterfront Cottage on 200 acre farm near Queenstown
1010 out of 10 rating
Exceptional
(102 reviews)
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Centreville, MD
16% off
Price is NZ$3,087
NZ$3,087
NZ$441 per night
includes taxes & fees
Image gallery for Blissful Retreat In Rock Hall
1010 out of 10 rating
Exceptional
(113 reviews)
Blissful Retreat In Rock Hall
Rock Hall, MD
6% off
Price is NZ$3,266
NZ$3,266
NZ$467 per night
includes taxes & fees
Image gallery for Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
1010 out of 10 rating
Exceptional
(9 reviews)
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Centreville, MD
8% off
Price is NZ$14,524
NZ$14,524
NZ$2,075 per night
includes taxes & fees
Image gallery for Island Life! Kent Island Waterfront with Pool-Bring your boat!
1010 out of 10 rating
Exceptional
(194 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Stevensville, MD
12% off
Price is NZ$5,445
NZ$5,445
NZ$778 per night
includes taxes & fees
Image gallery for Cozy, unique, historic registered cottage on the Corsica River!
1010 out of 10 rating
Exceptional
(5 reviews)
Cozy, unique, historic registered cottage on the Corsica River!
Centreville, MD
8% off
Price is NZ$2,429
NZ$2,429
NZ$347 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - The Mainstay
Showing deals for: 31 Oct - 3 Nov
STONE RIVERSIDE COTTAGE is just a few steps from the SASSAFRAS RIVERS edge
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
The current price is NZ$1,579
NZ$1,579
for 3 nights, 1 cottage
NZ$526 per night
includes taxes & fees
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
The current price is NZ$3,349
NZ$3,349
for 3 nights, 1 home
NZ$1,116 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Sleeps 13 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is NZ$4,519
NZ$4,519
for 3 nights, 1 home
NZ$1,506 per night
includes taxes & fees
Waterfront Retreat with Private Dock and Beach
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
The current price is NZ$1,348
NZ$1,348
for 3 nights, 1 apartment
NZ$449 per night
includes taxes & fees
BAYSIDE BUNGALOW
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
The current price is NZ$1,293
NZ$1,293
for 3 nights, 1 home
NZ$431 per night
includes taxes & fees
Stay in the landmark Lighthouse!
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
102 reviews(102 reviews)
The current price is NZ$3,027
NZ$3,027
for 3 nights, 1 home
NZ$1,009 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value