House
10.0(5 Reviews)
2 Bedrooms
6 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $620/Night
7 Nights - US $4,337
Fenwick Island Holiday Rentals
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Compare Villas, Resorts, & Rentals in Fenwick Island
10.0
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Balcony/Terrace
View
Air Conditioner
Internet
US $367/Night
7 Nights - US $2,568
Hotel
9.4(865 Reviews)
Breakfast- Parking
Pool- Balcony/Terrace
US $108/Night
7 Nights - US $759
Condo
10.0(5 Reviews)
2 Bedrooms
8 Guests
Kitchen- Air Conditioner
- Internet
Child Friendly
US $382/Night
7 Nights - US $2,677
House
9.5(2 Reviews)
5 Bedrooms
10 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $331/Night
7 Nights - US $2,317
Condo
10.0(3 Reviews)
2 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $452/Night
7 Nights - US $3,162
Condo
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $709/Night
7 Nights - US $4,961
Condo
10.0(2 Reviews)
2 Bedrooms
4 Guests
Hot Tub- Parking
- Pool
- Balcony/Terrace
US $356/Night
7 Nights - US $2,494
Condo
9.8(14 Reviews)
2 Bedrooms
8 Guests
- Child Friendly
Security/Safety
US $190/Night
7 Nights - US $1,327
Luxury Holiday Rentals in Fenwick Island
Over 243+ Luxury Holiday Rentals in or Near Fenwick Island
House
10.0(78 Reviews)
11 Bedrooms
28 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $2,939/Night
7 Nights - US $20,572
House
10.0(29 Reviews)
5 Bedrooms
10 Guests
Private Pool- Parking
- Pool
- Balcony/Terrace
US $1,931/Night
7 Nights - US $13,514
House
10.0(38 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,859/Night
7 Nights - US $13,014
House
10.0(6 Reviews)
5 Bedrooms
10 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,847/Night
7 Nights - US $12,930
House
5 Bedrooms
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,534/Night
7 Nights - US $10,740
House
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,294/Night
7 Nights - US $9,056
House
3 Bedrooms
8 Guests
- Pool
- View
- Air Conditioner
- Internet
US $1,287/Night
7 Nights - US $9,008
House
10.0(18 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,218/Night
7 Nights - US $8,525
House
9.8(17 Reviews)
6 Bedrooms
14 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,144/Night
7 Nights - US $8,008
Top-Rated Holiday Rentals with a Pool in Fenwick Island
Over 90+ The Best Private Villas and Holiday Rentals in Fenwick Island with a Pool
House
10.0(46 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $496/Night
7 Nights - US $3,472
Condo
10.0(28 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $590/Night
7 Nights - US $4,128
House
10.0(21 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $691/Night
7 Nights - US $4,840
House
10.0(8 Reviews)
5 Bedrooms
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $755/Night
7 Nights - US $5,288
House
10.0(6 Reviews)
4 Bedrooms
10 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $601/Night
7 Nights - US $4,206
House
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $696/Night
7 Nights - US $4,872
House
10.0(2 Reviews)
4 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $783/Night
7 Nights - US $5,484
Condo
10.0(2 Reviews)
3 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $358/Night
7 Nights - US $2,503
House
10.0(1 Review)
4 Bedrooms
9 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $740/Night
7 Nights - US $5,177
Pet-Friendly Holiday Rentals in Fenwick Island
Over 28+ Pet-Friendly Holiday Rentals in or Near Fenwick Island
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $513/Night
7 Nights - US $3,588
House
9.0(2 Reviews)
4 Bedrooms
12 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $1,100/Night
7 Nights - US $7,700
House
9.8(35 Reviews)
3 Bedrooms
9 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $817/Night
7 Nights - US $5,716
House
8.3(3 Reviews)
5 Bedrooms
12 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $944/Night
7 Nights - US $6,609
Condo
9.8(31 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $374/Night
7 Nights - US $2,618
House
9.6(29 Reviews)
3 Bedrooms
8 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $406/Night
7 Nights - US $2,841
House
9.2(20 Reviews)
4 Bedrooms
12 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $377/Night
7 Nights - US $2,640
House
8.0(3 Reviews)
5 Bedrooms
13 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $806/Night
7 Nights - US $5,640
House
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $738/Night
7 Nights - US $5,166
Large Holiday Rentals and Private Villas in Fenwick Island
Over 101+ Large Holiday Rentals and Private Villas in or Near Fenwick Island
House
10.0(35 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $582/Night
7 Nights - US $4,074
House
7.6(6 Reviews)
4 Bedrooms
12 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $167/Night
7 Nights - US $1,169
House
10.0(29 Reviews)
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $887/Night
7 Nights - US $6,208
House
5.5(2 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $588/Night
7 Nights - US $4,113
House
10.0(28 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $799/Night
7 Nights - US $5,595
House
10.0(14 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $676/Night
7 Nights - US $4,729
House
10.0(13 Reviews)
4 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,108/Night
7 Nights - US $7,757
House
10.0(10 Reviews)
5 Bedrooms
15 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
US $959/Night
7 Nights - US $6,716
House
10.0(9 Reviews)
3 Bedrooms
13 Guests
- Hot Tub
- Kitchen
- Child Friendly
- Security/Safety
US $1,068/Night
7 Nights - US $7,478
Wheelchair Accessible Holiday Homes in Fenwick Island
Over 33+ Wheelchair Accessible Holiday Homes in or Near Fenwick Island
Condo
9.4(37 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $324/Night
7 Nights - US $2,265
Hotel
9.3(239 Reviews)
- Breakfast
EV Charge Station- Parking
- Pool
US $435/Night
7 Nights - US $3,046
Condo
9.4(6 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $390/Night
7 Nights - US $2,729
Condo
10.0(4 Reviews)
4 Bedrooms
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $1,019/Night
7 Nights - US $7,130
House
10.0(1 Review)
4 Bedrooms
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $1,084/Night
7 Nights - US $7,588
Apartment
10.0(1 Review)
4 Bedrooms
9 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $526/Night
7 Nights - US $3,680
House
9.6(69 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $587/Night
7 Nights - US $4,110
House
9.6(13 Reviews)
5 Bedrooms
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $657/Night
7 Nights - US $4,599
House
4 Bedrooms
12 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $653/Night
7 Nights - US $4,568
Fenwick Island Private Villas and Holiday Homes Under $200
Over 12+ Fenwick Island Private Villas and Holiday Homes Under $200
Condo
8.8(26 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $198/Night
7 Nights - US $1,389
House
8.5(14 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $175/Night
7 Nights - US $1,227
US $121/Night
7 Nights - US $847
Condo
9.6(19 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $186/Night
7 Nights - US $1,300
Condo
8.6(25 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $188/Night
7 Nights - US $1,317
Condo
4.8(103 Reviews)
2 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $200/Night
7 Nights - US $1,400
House
3 Bedrooms
8 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $90/Night
7 Nights - US $630
Condo
9.2(19 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $173/Night
7 Nights - US $1,211
Condo
4.3(3 Reviews)
3 Bedrooms
9 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $113/Night
7 Nights - US $791
Instantly Bookable Holiday Homes in Fenwick Island
Over 108+ Instantly Bookable Holiday Homes in or Near Fenwick Island
Condo
9.6(9 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $357/Night
7 Nights - US $2,498
Condo
9.2(7 Reviews)
2 Bedrooms
7 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $307/Night
7 Nights - US $2,152
House
8.8(27 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- View
- Kitchen
US $300/Night
7 Nights - US $2,097
New
Condo
2 Bedrooms
8 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $453/Night
7 Nights - US $3,172
House
Canal Front Views, Boat Dock, Kayaks, 10" Walk to the Beach, Free Activities inc. Golf at Bear Trap.
10.0(31 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $762/Night
7 Nights - US $5,337
Condo
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $714/Night
7 Nights - US $5,001
House
10.0(2 Reviews)
4 Bedrooms
12 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $458/Night
7 Nights - US $3,206
House
10.0(1 Review)
4 Bedrooms
12 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $622/Night
7 Nights - US $4,355
Apartment
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $569/Night
7 Nights - US $3,984
Book a Last Minute Place to Stay in Fenwick Island
About Casai's Private Villas and Holiday Rentals in Fenwick Island
Discover more than 252 vacation rentals available in Fenwick Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Fenwick Island.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Fenwick Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Fenwick Island. On average, places to stay near Fenwick Island offer 1056.39 ft², with nightly prices averaging US $649.
With Casai, finding and comparing holiday rentals in Fenwick Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Fenwick Island, DE
There are 252 Fenwick Island, DE Holiday Rentals
- Prices for a holiday home in Fenwick Island start at US $108
- Top rated vacation home in Fenwick Island is Beautiful Oceanside House in Fenwick Island DE with 12 Person Hot Tub
- Most popular short term in Fenwick Island is Fenwick Shores, Tapestry Collection by Hilton
- Cheapest place to stay in Fenwick Island is Fenwick Shores, Tapestry Collection by Hilton
- Most expensive holiday rental in Fenwick Island is Beautiful Oceanside House in Fenwick Island DE with 12 Person Hot Tub
Recently Booked Holiday Rentals in Fenwick Island
Frequently Asked Questions About Fenwick Island?
What are the top holiday rentals in Fenwick Island?
With numerous options available in Fenwick Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Fenwick Island:
- Beautiful Oceanside House in Fenwick Island DE with 12 Person Hot Tub
- Beautiful Home On the Canal with Boat Dock - Walk to the Beach
- Beautiful Bayside Townhome in Fenwick Landing- long weekends avail- LINENS INCL
- New 5 bedroom & 6 bathroom waterfront home on canal with pool close to beach!
- Picture Perfect Canal Front 4/5BR Home on Fenwick Island- Walk to Everything !
- Canal Front Views, Boat Dock, Kayaks, 10" Walk to the Beach, Free Activities inc. Golf at Bear Trap.
- Serene Family Home with Pool 30 Steps from Beach
- Beautiful 3 Story Ocean-Block Home For Rent
- Fenwick Waterfront House-Dock, 3 Decks, Linens, Bikes, Kayaks, SUPs , Bay Sunset
- The Pink Palace - Fenwick Island Beach Block w/Pool & Super Easy Beach Access
How many holiday rentals have private pools in Fenwick Island?
Discover a selection of holiday rentals with private pools near Fenwick Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Perfectly Located 3-bed townhouse end unit near Fenwick Island Beach! Wifi Available, Pool, Close to the Beach and restaurants!
- *NEW RENTAL* Beautiful bay sunsets, pool, and 1 block to private beach access
- East of The Sun Townhouse Steps From Lighthouse Cove w/Shared Pool, Free WiFi
- Salt Meadows townhouse w/elevator, gas fireplace & community pool and pier
Which holiday homes in Fenwick Island are best for families?
If you're searching for a family-friendly holiday home in Fenwick Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Fenwick Island:
How many Casai.com holiday rentals are available in Fenwick Island?
As of 2026, Casai boasts over 252 properties listed in the Fenwick Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Fenwick Island.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Fenwick Landing Vacation Rentals in Rehoboth Beach, Delaware | 6534 |
| Maison Sur-Mer Vacation Rentals in Rehoboth Beach, Delaware | 2292 |
