Photo by Julia

Caine Woods holiday rentals

We found 856 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Caine Woods by choosing from 49 houses, 50 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:13 Nov - 20 Nov

Kitchen island
Exterior front view
Captain's dining table
Large island in kitchen for entertaining
Exceptional
(17 reviews)

MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT

Ocean City

8% off
AU$13,249
for 7 nights, 1 home
AU$1,893 per night
includes taxes & fees
MADISON BAY BEACH GETAWAY-PRIVATE POOL-HOT TUB- FIRE PIT- WEEKLY STAY DISCOUNT
Main Suite Dining Area
Main Suite Kitchen Area
Stairs down from 1st Level Suites to Entrance of House
Seashell Suite Pano of Main Living Area
Exceptional
(76 reviews)

Beautiful Oceanside House in Fenwick Island DE with 12 Person Hot Tub

Fenwick Island

8% off
AU$22,141
for 7 nights, 1 home
AU$3,163 per night
includes taxes & fees
Beautiful Oceanside House in Fenwick Island DE with 12 Person Hot Tub
Slider goes out to balcony.
Private kitchen
Exterior
Room
Exceptional
(52 reviews)

Book now for 2025! Perfect for large family. Ocean block. Steps to Beach & Pool!

Ocean City

8% off
AU$4,194
for 7 nights, 1 apartment
AU$599 per night
includes taxes & fees
Book now for 2025! Perfect for large family. Ocean block. Steps to Beach & Pool!
Living room with Lighthouse Cove views- 3rd level
Chef kitchen & dining room- 3rd level
Views from the 4th level rooftop deck
Primary Bedroom- 2nd level
Exceptional
(10 reviews)

GORGEOUS NEW Fenwick Island Duplex with views of LIGHTHOUSE COVE

Fenwick Island

8% off
AU$5,401
for 7 nights, 1 home
AU$772 per night
includes taxes & fees
GORGEOUS NEW Fenwick Island Duplex with views of LIGHTHOUSE COVE
Living area
Outdoor dining
Private kitchen
Dining
Exceptional
(31 reviews)

4 Shelter Beach Semi-Oceanfront Townhome with Incredible Views

Fenwick Island

7% off
AU$6,815
for 7 nights, 1 home
AU$974 per night
includes taxes & fees
4 Shelter Beach Semi-Oceanfront Townhome with Incredible Views
front
kitchen
front
living room
Exceptional
(69 reviews)

3 Bedroom, 2 Bath, Ocean Block Condo in North OC, Sleeps 6

Ocean City

8% off
AU$4,360
for 7 nights, 1 apartment
AU$623 per night
includes taxes & fees
3 Bedroom, 2 Bath, Ocean Block Condo in North OC, Sleeps 6
DINING ROOM
LIVING ROOM
Private kitchen
Room
Exceptional
(12 reviews)

Best Oceanfront - North Ocean - 134th Street

Ocean City

8% off
AU$4,196
for 7 nights, 1 apartment
AU$599 per night
includes taxes & fees
Best Oceanfront - North Ocean - 134th Street
Living area
Interior
Living area
Room
Exceptional
(53 reviews)

10 minute walk to the beach! Family- size condo

Ocean City

7% off
AU$2,139
for 7 nights, 1 apartment
AU$306 per night
includes taxes & fees
10 minute walk to the beach! Family- size condo
Kitchen
Back deck off of bedroom and screened-in deck off of living room.
Screened-in deck
View of playground from back deck
Exceptional
(201 reviews)

Gorgeous Renovated Townhouse-MUST BE OVER 25 TO RENT

Ocean City

8% off
AU$2,239
for 7 nights, 1 home
AU$320 per night
includes taxes & fees
Gorgeous Renovated Townhouse-MUST BE OVER 25 TO RENT
Open concept and updated kitchen with granite counters and island seating.
View towards living room and dining area
Covered porch with additional dining area for 6 and rocking chairs
Community park to left of house. Fully fenced back yard.
Exceptional
(9 reviews)

⛱️⛱️ Ocean City Bayside 🦀

Ocean City

8% off
AU$3,530
for 7 nights, 1 home
AU$504 per night
includes taxes & fees
⛱️⛱️ Ocean City Bayside 🦀
Exterior
Deck Seating Area
Peninsula Seating
Living area
Exceptional
(16 reviews)

Direct Oceanfront at 129th St--2 BR--2 BA--Huge Deck--Recently Renovated

Ocean City

8% off
AU$3,924
for 7 nights, 1 apartment
AU$561 per night
includes taxes & fees
Direct Oceanfront at 129th St--2 BR--2 BA--Huge Deck--Recently Renovated
Living area
View from the Kitchen and living room. Back Deck
Living area
Room
Exceptional
(28 reviews)

SERENE WATER VIEWS-Relaxing family beach house

Ocean City

8% off
AU$5,146
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
SERENE WATER VIEWS-Relaxing family beach house
Dishwasher, oven, lots of counter space for cooking or prepping
Beach
Large open concept kitchen that looks over living room.
Pull out couch with Queen bed
Exceptional
(24 reviews)

Relax Here in this quiet Beach house!

Ocean City

8% off
AU$3,213
for 7 nights, 1 home
AU$459 per night
includes taxes & fees
Relax Here in this quiet Beach house!
Room
You'll want to hang out on this deck all day long - catch a view of the ocean, people-watch and sip some cocktails.
Living area
142 steps to the beach from this 3-bed / 2-bath with recent upgrades!
Exceptional
(14 reviews)

Easy Access to Sand, Sun + Surf

Ocean City

7% off
AU$3,018
for 7 nights, 1 apartment
AU$431 per night
includes taxes & fees
Easy Access to Sand, Sun + Surf
Living area
Living area
Interior
Private kitchen
Exceptional
(10 reviews)

Brand New 3-bedroom, 3 1/2 bathroom townhome walking distance to the beach.

Ocean City

12% off
AU$9,131
for 7 nights, 1 home
AU$1,304 per night
includes taxes & fees
Brand New 3-bedroom, 3 1/2 bathroom townhome walking distance to the beach.
Kitchen
Balcony View
Living room ocean view window
Building Hallway
Excellent
(99 reviews)

Spacious Ocean View Condo

Ocean City

6% off
AU$1,758
for 7 nights, 1 apartment
AU$251 per night
includes taxes & fees
Spacious Ocean View Condo
Private kitchen
Property grounds
Dining
Interior
Exceptional
(8 reviews)

Cozy Beachside Condo a short walk to the sand

Ocean City

6% off
AU$3,772
for 7 nights, 1 apartment
AU$539 per night
includes taxes & fees
Cozy Beachside Condo a short walk to the sand
Sails II condominium with pool.
Room
Dining Room with a view of the ocean
New L-shaped sofa
Exceptional
(26 reviews)

Stunning Ocean Front Renovated 2BR, 1 Bonus Rm , 2BA , Pool/Pickleball-North OCM

Ocean City

8% off
AU$4,211
for 7 nights, 1 apartment
AU$602 per night
includes taxes & fees
Stunning Ocean Front Renovated 2BR, 1 Bonus Rm , 2BA , Pool/Pickleball-North OCM
Dining
Living area
Pool
Living area
Exceptional
(26 reviews)

OC BEACH BLISS! OCEANVIEW BEAUTY STEPS TO BEACH! INDOOR POOL & ELEVATOR

Ocean City

11% off
AU$1,997
for 7 nights, 1 apartment
AU$285 per night
includes taxes & fees
OC BEACH BLISS! OCEANVIEW BEAUTY STEPS TO BEACH! INDOOR POOL & ELEVATOR
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
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    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More 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.

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