Photo by Julia
Caine Woods holiday rentals
We found 842 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Caine Woods by choosing from 108 houses, 87 flats and other holiday rentals. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, including parking and a TV. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Caine Woods
Showing deals for:10 Oct - 17 Oct
Image gallery for MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT
1010 out of 10 rating
Exceptional
(10 reviews)
MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT
Ocean City, MD
8% off
Price is AU$17,565
AU$17,565
AU$2,509 per night
includes taxes & fees
Image gallery for Town House on the Bay with Water Views and Pool!
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Town House on the Bay with Water Views and Pool!
Ocean City, MD
16% off
Price is AU$2,552
AU$2,552
AU$365 per night
includes taxes & fees
Image gallery for Luxe Family Home, Sleeps 10, Community Pool
1010 out of 10 rating
Exceptional
(16 reviews)
Luxe Family Home, Sleeps 10, Community Pool
Ocean City, MD
8% off
Price is AU$6,211
AU$6,211
AU$887 per night
includes taxes & fees
Image gallery for Large Waterfront Luxury Home .9 Mile to Beach
9.49.4 out of 10 rating
Exceptional
(48 reviews)
Large Waterfront Luxury Home .9 Mile to Beach
Selbyville, DE
9% off
Price is AU$7,687
AU$7,687
AU$1,098 per night
includes taxes & fees
Image gallery for Ideal for a family getaway, newly furnished home in Montego Bay waiting for you!
1010 out of 10 rating
Exceptional
(18 reviews)
Ideal for a family getaway, newly furnished home in Montego Bay waiting for you!
Ocean City, MD
7% off
Price is AU$3,787
AU$3,787
AU$541 per night
includes taxes & fees
Image gallery for Large oceanblock beach home - Short walk to beach, shops & great restaurants!
1010 out of 10 rating
Exceptional
(6 reviews)
Large oceanblock beach home - Short walk to beach, shops & great restaurants!
Fenwick Island, DE
8% off
Price is AU$5,935
AU$5,935
AU$848 per night
includes taxes & fees
Image gallery for Large Fenwick Island 6-Bedroom Home just steps from Delaware/Maryland Beaches
1010 out of 10 rating
Exceptional
(30 reviews)
Large Fenwick Island 6-Bedroom Home just steps from Delaware/Maryland Beaches
Fenwick Island, DE
8% off
Price is AU$9,210
AU$9,210
AU$1,316 per night
includes taxes & fees
Image gallery for Stunning Sunrise & Water View! 1 Mile to the Beach! Steps to Waterfront Dining!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Stunning Sunrise & Water View! 1 Mile to the Beach! Steps to Waterfront Dining!
Selbyville, DE
15% off
Price is AU$8,153
AU$8,153
AU$1,165 per night
includes taxes & fees
Image gallery for Walkable Waterfront Bayside Townhome with boat slip, pool, and green space!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Walkable Waterfront Bayside Townhome with boat slip, pool, and green space!
Selbyville, DE
8% off
Price is AU$6,209
AU$6,209
AU$887 per night
includes taxes & fees
Image gallery for Just Imagine! Luxury Renovation, Gorgeous Beach View-Indoor Pool -The Marylander
1010 out of 10 rating
Exceptional
(15 reviews)
Just Imagine! Luxury Renovation, Gorgeous Beach View-Indoor Pool -The Marylander
Ocean City, MD
8% off
Price is AU$3,817
AU$3,817
AU$545 per night
includes taxes & fees
Image gallery for Your own OC Suite with Pool - Blocks to the Beach
1010 out of 10 rating
Exceptional
(8 reviews)
Your own OC Suite with Pool - Blocks to the Beach
Ocean City, MD
8% off
Price is AU$4,804
AU$4,804
AU$686 per night
includes taxes & fees
Image gallery for Relax Here in this quiet Beach house!
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Relax Here in this quiet Beach house!
Ocean City, MD
8% off
Price is AU$2,582
AU$2,582
AU$369 per night
includes taxes & fees
Image gallery for Ocean Front, North Ocean City, Maryland
1010 out of 10 rating
Exceptional
(40 reviews)
Ocean Front, North Ocean City, Maryland
Ocean City, MD
8% off
Price is AU$4,979
AU$4,979
AU$711 per night
includes taxes & fees
Image gallery for Oceanside Fun in Fenwick Island! Charming retreat steps from beach and pool
1010 out of 10 rating
Exceptional
(59 reviews)
Oceanside Fun in Fenwick Island! Charming retreat steps from beach and pool
Fenwick Island, DE
8% off
Price is AU$5,210
AU$5,210
AU$744 per night
includes taxes & fees
Image gallery for Completely Renovated Perfect Beachtown Escape for the Whole Family
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Completely Renovated Perfect Beachtown Escape for the Whole Family
Ocean City, MD
7% off
Price is AU$1,930
AU$1,930
AU$276 per night
includes taxes & fees
Image gallery for Private 3 Bed 2 Bath Beach House. Remodeled, short walk to beach, wifi & laundry
1010 out of 10 rating
Exceptional
(15 reviews)
Private 3 Bed 2 Bath Beach House. Remodeled, short walk to beach, wifi & laundry
Ocean City, MD
8% off
Price is AU$5,328
AU$5,328
AU$761 per night
includes taxes & fees
Image gallery for Coastal chic waterfront townhouse w/bayside sunsets.
1010 out of 10 rating
Exceptional
(33 reviews)
Coastal chic waterfront townhouse w/bayside sunsets.
Ocean City, MD
8% off
Price is AU$3,131
AU$3,131
AU$447 per night
includes taxes & fees
Image gallery for Direct Oceanfront at 129th St--2 BR--2 BA--Huge Deck--Recently Renovated
1010 out of 10 rating
Exceptional
(14 reviews)
Direct Oceanfront at 129th St--2 BR--2 BA--Huge Deck--Recently Renovated
Ocean City, MD
8% off
Price is AU$4,075
AU$4,075
AU$582 per night
includes taxes & fees
Image gallery for Beautiful North Ocean City Spacious Townhouse with Outstanding Ocean Views!!!!
1010 out of 10 rating
Exceptional
(48 reviews)
Beautiful North Ocean City Spacious Townhouse with Outstanding Ocean Views!!!!
Ocean City, MD
8% off
Price is AU$6,038
AU$6,038
AU$863 per night
includes taxes & fees
Image gallery for Best Oceanfront - North Ocean - 134th Street
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Best Oceanfront - North Ocean - 134th Street
Ocean City, MD
8% off
Price is AU$4,483
AU$4,483
AU$640 per night
includes taxes & fees
Image gallery for Two bedroom ocean views, steps away from North Ocean City Beaches
1010 out of 10 rating
Exceptional
(17 reviews)
Two bedroom ocean views, steps away from North Ocean City Beaches
Ocean City, MD
7% off
Price is AU$2,213
AU$2,213
AU$316 per night
includes taxes & fees
Image gallery for Cozy Beachside Condo a short walk to the sand
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cozy Beachside Condo a short walk to the sand
Ocean City, MD
6% off
Price is AU$3,198
AU$3,198
AU$457 per night
includes taxes & fees
Image gallery for Custom Direct Oceanfront Home with 3 Bedrooms, Summer Open
9.89.8 out of 10 rating
Exceptional
(131 reviews)
Custom Direct Oceanfront Home with 3 Bedrooms, Summer Open
Ocean City, MD
7% off
Price is AU$3,350
AU$3,350
AU$479 per night
includes taxes & fees
Image gallery for Cool | Calm | Cozy
1010 out of 10 rating
Exceptional
(14 reviews)
Cool | Calm | Cozy
Ocean City, MD
16% off
Price is AU$3,595
AU$3,595
AU$514 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Caine Woods
Spacious 2 Bedroom Condo with Hot Tub!
Sleeps 6 · 2 bedrooms · 2 bathrooms
High Tide @ Lighthouse Bay
Sleeps 10 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
2 Bdrm/2 Bath, Sleeps 6, Pool, Balcony, Wi-Fi, TVs
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Vacation in a Fabulous Ocean City Townhouse--Kid-Friendly
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
Bayside Blue is Bayfront splendor AND you can bring the Dog!
Sleeps 7 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
2BR 2BA condo parking, pool. Walk to beach, restau, minigolf waterpark, arcade
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
17 reviews(17 reviews)
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
Frequently asked questions
What is the most popular type of holiday home accommodation in Caine Woods?
According to our data, condos are the most desirable type of property in Caine Woods. But as you'd expect, everyone's idea of an awesome stay differs. Stayz has holiday homes of all shapes and sizes, so you're sure to discover your ideal fit.
How much does it cost to rent a holiday home in Caine Woods?
Season, length of stay and property type are among the factors that can affect the price of a holiday home. Simply enter your travel dates to find your perfect escape. From quaint country cottages to expansive luxury villas, all Stayz holiday homes provide amazing value.
How much does it cost to rent a beach house in Caine Woods?
Prices for beach houses in Caine Woods will vary depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Stayz and the number of guests to view your options and prices. From there you can use our filter tool to tailor your search results by ratings, amenities and more.
Are there pet-friendly holiday homes in Caine Woods?
Pack a suitcase for your canine companion because Caine Woods has 113 properties that roll out the welcome mat to pets. Let your four-legged pal join in on the family trip at one of our pet-friendly holiday homes on Stayz. Simply enter your dates then check our "Pets allowed" filter box.
Can I rent a house with a pool in Caine Woods?
Dig out your swimwear and inflatable swan, because there are 41 houses with a private pool in Caine Woods. Book a stay at one of these popular holiday homes and every day can be a pool day. Simply enter your dates into Stayz, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in Caine Woods?
The most popular home amenities people look for in Caine Woods include nearby museums, a barbecue grill and a fireplace. Whether you're holidaying with friends, family or even pets, Stayz holiday homes come with the best amenities for hanging out with the people that matter most.
Are there large group holiday homes in Caine Woods?
Caine Woods has 15 holiday properties that can fit 10 or more people. These stays come with all the space you need to enjoy good times with loved ones.
Are there holiday homes in Caine Woods that welcome kids?
Bring the whole group together for an epic adventure in Caine Woods at one of our 113 family-friendly properties. Lots of these stays offer conveniences that are suitable for trips with the little ones, including full kitchens, extra bedrooms and patios. Simply check the "Properties good for families" filter box and pick out your favourite.
What are the top attractions for families in Caine Woods?
Keeping the kids happy during your holiday in Caine Woods is child's play with these awesome family-friendly attractions:
- Ocean City Beach
- Jolly Roger Amusement Park
- Maryland Beach
Are there one-bedroom holiday homes in Caine Woods?
You can pick from 22 one-bedroom homes in Caine Woods. Whether you'd prefer a townhouse or an upmarket condo, Stayz's one-bedroom properties are great if you don't need tons of space. One of the main perks of having your own place? You'll never need to share your getaway with strangers.
Can I find two-bedroom holiday homes in Caine Woods?
Gather your family and enjoy total privacy and comfort in one of the 41 two-bedroom holiday homes Caine Woods has to offer.
Are there holiday homes with WiFi in Caine Woods?
Caine Woods has 22 holiday homes with WiFi, so you'll be able to stay connected during your holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to scrolling social media, these Stayz homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Caine Woods?
There are 106 holiday homes with air conditioning in Caine Woods providing that gentle, cool breeze and extra element of comfort. Simply enter your desired travel dates and then use our filters to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in Caine Woods?
The minimum age requirements can differ between properties on Stayz, so be sure to look at the rules of the holiday home in Caine Woods you're considering. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Caine Woods for?
The amount of time you can rent a Caine Woods holiday home for is up to the property. Just enter your preferred travel dates to see available options offering extended stays. They feature the things you need to make your extended holiday more enjoyable and comfortable, like air conditioning and laundries. Some Stayz holiday properties may also offer discounted weekly or monthly prices, so you can stick around for longer for less.