Sanford Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Sanford holiday rentals

Exterior
Key West Cottages

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (493)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
Smart TV
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.6 out of 10, Exceptional, (5)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is HK$484
HK$1,554 total
includes taxes & fees
11 Jan - 12 Jan 2026
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Fridge, microwave, oven, stovetop
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
2.0 star property
Deep Hole
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is HK$734
HK$1,933 total
includes taxes & fees
6 Jan - 7 Jan 2026
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Fridge, microwave, oven, stovetop
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is HK$1,182
HK$2,470 total
includes taxes & fees
5 Jan - 6 Jan 2026
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Interior
Only 5 min. from the Beach!

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
United States
Jeananne K.
The price is HK$782
HK$1,483 total
includes taxes & fees
12 Jan - 13 Jan 2026
Only 5 min. from the Beach!
Interior
Cozy cottage w/creekside fire pit & grill

Cozy cottage w/creekside fire pit & grill

Cozy cottage w/creekside fire pit & grill
Up the Neck
9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is HK$1,556
HK$2,901 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy cottage w/creekside fire pit & grill
Exterior
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$816
HK$3,125 total
includes taxes & fees
13 Jan - 14 Jan 2026
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Terrace/patio
Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22)
"This was a great home-base as we trekked around Assateague and Chincoteague on our honeymoon. Very convenient to the Virginia side entrance to Assateague and the kitchen is perfect for breakfast and simple dinners. I was pleased to see the kitchen had everything you could need for basic cooking & there were a variety of drink glasses for both beer & wine!"
United States
Rosalynde V.
The price is HK$782
HK$1,483 total
includes taxes & fees
12 Jan - 13 Jan 2026
Assateague Inn 104 by Seaside Vacations & Sales
Dining
Cottage near the Bay

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52)
"Great little place "
United States
Eric R.
The price is HK$629
HK$1,466 total
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage near the Bay
Terrace/patio
A Bargain on Chincoteague Island!

A Bargain on Chincoteague Island!

A Bargain on Chincoteague Island!
Chincoteague Island
8.8 out of 10, Excellent, (3)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is HK$782
HK$1,483 total
includes taxes & fees
12 Jan - 13 Jan 2026
A Bargain on Chincoteague Island!
Exterior detail
The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is HK$622
HK$2,932 total
includes taxes & fees
12 Jan - 13 Jan 2026
The Neigh-Neigh - Location! Location! Location!
Terrace/patio
The purple door at the bay.

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is HK$1,224
HK$3,485 total
includes taxes & fees
1 Jan - 2 Jan 2026
The purple door at the bay.
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (66)
"Perfect trip!"
United States
Alexis A.
The price is HK$1,224
HK$2,667 total
includes taxes & fees
31 Dec - 1 Jan 2026
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Property grounds
Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!
Chincoteague Island
7.4 out of 10, Good, (3)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is HK$782
HK$1,483 total
includes taxes & fees
12 Jan - 13 Jan 2026
Only 5 min from Assateague National Seashore!
Mini-fridge, microwave, stovetop, coffee/tea maker
Only 5 min to Assateague National Seashore!

Only 5 min to Assateague National Seashore!

Only 5 min to Assateague National Seashore!
Chincoteague Island
8.0 out of 10, Very good, (6)
"i was under the impression i could fish and crab from the back dock( was not the case) like the ad saidyou can not use the oven because there was no oven pansbedroom was hot (no a/c in bedroom)could not use the microwave oven smelled like electrical short in it"
United States
James G.
The price is HK$782
HK$1,483 total
includes taxes & fees
12 Jan - 13 Jan 2026
Only 5 min to Assateague National Seashore!
Property grounds
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (18)
"We enjoyed our stay so we could visit our granddaughter."
United States
Stephen S.
The price is HK$1,182
HK$2,770 total
includes taxes & fees
5 Jan - 6 Jan 2026
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Outdoor dining
Only 5 min. from the Beach!

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.4 out of 10, Exceptional, (8)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is HK$931
HK$1,674 total
includes taxes & fees
12 Jan - 13 Jan 2026
Only 5 min. from the Beach!
Smart TV, fireplace, ping pong, books
Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Come escape to Smith Island for the winter and enjoy nature, peace and quiet

Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Smith Island
9.8 out of 10, Exceptional, (15)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful. "
United States
Debra M.
The price is HK$1,399
HK$2,249 total
includes taxes & fees
12 Jan - 13 Jan 2026
Come escape to Smith Island for the winter and enjoy nature, peace and quiet
Property grounds
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (61)
"My wife and I stayed here with our two dogs. We were celebrating our 25th wedding anniversary. Boy was I pleasantly surprised by this gem. The round house is amazing and Captain's Cove is so peaceful. Highly recommend this house and area to those who enjoy a quiet and relaxing time. Neighbors were really nice. Our property manager was extremely helpful and made the entire process seamless. Definitely see going here again someday."
United States
William G.
The price is HK$1,539
HK$4,639 total
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Exterior detail
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
2.0 star property
Onancock
10.0 out of 10, Exceptional, (2)
"If you love historic old houses with grand high ceilings, you will love this Onancock house. Great for large families. Nice big kitchen with kitchenware to make meals. The one bedroom apartment is an added bonus for your family members who want more privacy. We had a fabulous time and everything was seamless from booking, to stay, to checking out. Thank you for a great family weekend!"
United States
Linda C.
The price is HK$2,426
HK$8,935 total
includes taxes & fees
11 Jan - 12 Jan 2026
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sanford Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"Wonderful environment for kids. Great and lovely cabins. Convenient to the beach."
Han-Yu 2-night trip
Posted 4 days ago
Key West Cottages

Find out more about Sanford

Search for holiday rentals in Sanford on Expedia! You can easily find your home rentals, villas, holiday apartments in Sanford using one of the methods below:

  • View our selection of featured holiday rentals in Sanford
  • Use the map to find apartments and other holiday homes in the Sanford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Sanford while they last

Look no further and take a look at our great range of rental properties in Sanford!

Frequently asked questions

Are there holiday rentals in Sanford?

Yes, there are holiday rentals close to the most popular sights in Sanford, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sanford has to offer?

Blufin Bungalows & Marina: This holiday home rental outside of Sanford is on the beach, and equipped with free WiFi and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Sanford?

While exploring the area, visit family-friendly sights like Eastern Shore Railway Museum, or get outside and enjoy nature at Cypress Park. In the wider area, you’ll find Coventry Parish Ruins and Somers Cove Marina.

What’s a holiday rental in Sanford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sanford. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for small groups.