Delaware Vacation Rentals

iTrip offers a number of amazing Delaware vacation rentals to satisfy all your dream vacation desires. All of our rentals are located near all the best attractions, including endless tax-free shopping options, the Delaware Wine and Ale Trail, Delaware State Park, countless beaches, and more. Spend the day relaxing on the beach right outside your Delaware rentals or take a day trip to go hiking, the options are endless. There is never a shortage of fun to be had while visiting this amazing state. Each of our Delaware condos are equipped with the very best amenities for our guests, including high-speed internet and cable, full kitchens, balconies, and more. Rentals come in a variety of sizes and styles that are able to accommodate groups ranging from large families to couples. No matter which of our Delaware rentals you choose, you will be met with never ending relaxation and fun. Begin planning your next big vacation today with iTrip.

BedroomsSleeps
Average Daily Rate  taxes & fees not included
Property Type Amenity

20 Sea Gate Front Entrance with Patio. Enjoy the ocean block private beach and two pools. image
$4,500 - $5,000 /week
* seasonal rates & fees apply
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Ocean Block 4BR Condo w/Two Pools!
4 Bedrooms / 3 Baths / Sleeps 10 in Dewey Beach, DE

Oceanside Living with Two Outdoor Pools, Spacious Manor House, Billiards, Tennis, Covered and Open Patios.


Pool with Large Rear Deck image
$1,400 - $4,100 /week
* seasonal rates & fees apply
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Quiet 4 BR with Prvt Pool, 4 Blocks from the Beach, Huge Open & Enc. Decks, Opt Linens & Bath Towels
4 Bedrooms / 2 Baths / Sleeps 14 in Bethany Beach, DE

This is the perfect secluded getaway cottage and yet it is only four blocks from the beach and within walking distance to one of the best crab houses at the shore as well as downtown Bethany Beach with all its attractions including the boardwalk. The beaches are guarded from Memorial day to Labor day.


Heated Pool & Pool House image
$1,100 - $2,000 /night
* seasonal rates & fees apply
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Rare 8 BR Home Sleeps 16 w/Heated Pool,1 House to Ocean.
8 Bedrooms / 7.5 Baths / Sleeps 16 in Bethany Beach, DE

Enjoy the best with your family, friends or co-workers in this 8+ bedroom, 7.5 bath luxury home a few steps from your private beach in the prestigious gated community of Gull's Nest, Bethany Beach, Delaware. Complete with heated pool and elevator.


7 Hickman St. Rehoboth Beach, Ocean Block image
$1,750 - $5,320 /week
* seasonal rates & fees apply
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Ocean Block, Steps from the Beach and Boardwalk with Large Screened Porch
6 Bedrooms / 3 Baths / Sleeps 17 in Rehoboth Beach, DE

Enjoy a week at this OCEAN BLOCK 6 bedroom home sleeping 17 people. Just steps to the board walk and downtown, this home will serve as your base in S. Rehoboth where you can enjoy the public, guarded beach and all that downtown Rehoboth has to offer including a fantastic range of restaurants and shopping.


Upper Floor Apartment with Porch Sleeping 8 image
$300 - $500 /night
* seasonal rates & fees apply
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Ocean Block, Ocean View Second Floor Apartment with Screened in Porch Sleeping 8 in 3 Bedrooms
3 Bedrooms / 2 Baths / Sleeps 8 in Rehoboth Beach, DE

Ocean Block, Ocean View Second Floor Apartment with Screened in Porch Sleeping 8 on 4 beds in 3 Bedrooms. Enjoy a week at this OCEAN BLOCK 3 bedroom home sleeping 8 people. Just steps to the board walk and downtown, this home will serve as your base in S. Rehoboth where you can enjoy the public, guarded beach and all that downtown Rehoboth has to offer including a fantastic range of restaurants and shopping.


Three Level Townhome (left) at 104 Dover Rd. image
$1,900 - $2,300 /week
* seasonal rates & fees apply
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Three Minute Walk to Dewey Beach in the Heart of Downtown Dewey
4 Bedrooms / 2 Baths / Sleeps 10 in Dewey Beach, DE

3 Minute Walk to Dewey Beach in the heart of down town Dewey, this three story 4 bedroom duplex town house offers a spacious home with 2 decks to enjoy.


The Front Veranda image
$2,800 - $5,500 /week
* seasonal rates & fees apply
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Ocean Block with Two Pools
4 Bedrooms / 3 Baths / Sleeps 10 in Dewey Beach, DE

Ocean Side Living with Country Club Level Pools and Amenities


8+BR Sleeps 23 with Pool image
$1,000 - $1,375 /night
* seasonal rates & fees apply
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9+BR w/Pool, Sleeps 22, Three Blocks from the Beach.
9 Bedrooms / 5.5 Baths / Sleeps 22 in Rehoboth Beach, DE

If you're looking for a home that will accommodate up to 22 people for your family vacation, reunion, wedding event, business getaway, has a pool**, hot tub**, fire pit, is walking distance to the beach and downtown Dewey, you have come to the right place. We accommodate large families and groups inside as well as receptions and events outside for UP TO 50 people on a case by case basis. Additional fees apply based on the size of the event.


Front of Your Home for the Week image
$300 - $600 /night
* seasonal rates & fees apply
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96 Mays Way, Three Blocks to S. Bethany Beach
5 Bedrooms / 3.5 Baths / Sleeps 14 in South Bethany, DE

This modern and spacious 5 BR 3.5 Bath home is 300 yards to the ocean in S. Bethany Beach. The roof top deck with a view of the ocean and canal can be used all year round.


2nd House from the Beach image
$300 - $600 /night
* seasonal rates & fees apply
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2 South 4th St. South Bethany Beach. Ocean Block, Ocean View Deck, Sleeping 8
4 Bedrooms / 2.5 Baths / Sleeps 8 in S. Bethany Beach, DE

Relax in this ocean block, second house from the beach with ocean view.