Photo by Eric Carter

Holiday Homes in Milton

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Milton

Hawaiian Getaway in Cape May! Hot tub open year round! Dog friendly!
Beach nearby, sun-loungers

Hawaiian Getaway in Cape May! Hot tub open year round! Dog friendly!

10.0 out of 10, Exceptional, (84)
"12 of us met here for a fun weekend enjoying g the Christmas decor, lights and parade in Cape May! The house was a great size for all of us to cook, eat, play games, enjoy the hot tub and a quick drive to downtown."
Hawaiian Getaway in Cape May! Hot tub open year round! Dog friendly!
Pet Friendly - Escape in Cape May! 6 Blocks to the Beach!
Outdoor dining

Pet Friendly - Escape in Cape May! 6 Blocks to the Beach!

9.6 out of 10, Exceptional, (38)
"Nice place with space for a dog. Clean and as described. Thank you! "
Pet Friendly - Escape in Cape May! 6 Blocks to the Beach!
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
Indoor pool, a heated pool

Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access

10.0 out of 10, Exceptional, (36)
"We just enjoyed a great vacation with 6 adults and 6 young kids. The pictures truly do not do this place justice. The indoor pool area is jaw dropping. It’s such a huge incredible space. The temps were freezing outside but inside the pool area it felt like we were in our own tropical resort. There’s plenty of room in the other parts of the house with multiple TVs and games to keep all ages happy. Chad is an extremely nice guy that walked me through the pool operation and was very helpful...
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
Beach Retreat Located in the Heart of Dewey!
Outdoor dining

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (90)
"This was our second trip here because of the fantastic walk-to-everywhere location. Plenty of room for 3 friends, and we will be back soon! Just a note for improvement: The mattresses need an upgrade and there is general deferred maintenance. But overall, this is a super value for the price. Thanks Gaysha!"
The price is AU$308
includes taxes & fees
15 Mar - 16 Mar
Beach Retreat Located in the Heart of Dewey!
"Bethany West" New Spacious 5-bedroom Home - Community Pools, Pickleball, Tennis
Exterior

"Bethany West" New Spacious 5-bedroom Home - Community Pools, Pickleball, Tennis

"Bethany West" New Spacious 5-bedroom Home - Community Pools, Pickleball, Tennis
Blissfully beachy! Bright & Cozy! Walk/Trolley/Drive to the Beach in Minutes!
Beach

Blissfully beachy! Bright & Cozy! Walk/Trolley/Drive to the Beach in Minutes!

10.0 out of 10, Exceptional, (5)
"loved our stay here"
Blissfully beachy! Bright & Cozy! Walk/Trolley/Drive to the Beach in Minutes!
**** If Your Lucky Enough To Be At The Beach.....Your Lucky Enough! ****
Indoor pool, outdoor pool

**** If Your Lucky Enough To Be At The Beach.....Your Lucky Enough! ****

9.6 out of 10, Exceptional, (82)
"The house was clean with plenty of space and extras to make the week comfortable. Sea Colony was an excellent location with lots of great pools, easy access to the beach with the trams, great sport activities for our teen and college age kids. It was a quiet and scenic neighborhood with trees, landscaping, lakes and walking trails. Very close to the boardwalk, restaurants, mini golf and shops. We really enjoyed our vacation!"
**** If Your Lucky Enough To Be At The Beach.....Your Lucky Enough! ****
Luxurious 7 Bedroom, 8.5 Bath Home; Pool. Walk To Beach
Dining

Luxurious 7 Bedroom, 8.5 Bath Home; Pool. Walk To Beach

9.8 out of 10, Exceptional, (75)
"We stayed at this home with 5 other couples for a long weekend getaway. The house had plenty of space! The kitchen table was perfect for big dinners and playing games! The couch had enough for all of us to sit around and watch tv! The fact that each room had their own bathroom made it great for each couple to have their own privacy! There is soooo many plates and silverware- it made it really easy for us to prepare dinners! Location is great- even with the snow, we were able to walk to the...
Luxurious 7 Bedroom, 8.5 Bath Home; Pool. Walk To Beach
Captain's Quarters
Fridge, microwave, oven, stovetop

Captain's Quarters

9.8 out of 10, Exceptional, (84)
"This place was large enough to accommodate my family size of 10. There was plenty of room to spread around and not to mention, the house was fully stocked with anything and everything you could need. Sean communicates quickly and is very attentive to details. Thank you Sean."
Captain's Quarters
Cape May Modern Waterfront Farmhouse on Island
3 bedrooms, iron/ironing board, free WiFi

Cape May Modern Waterfront Farmhouse on Island

9.6 out of 10, Exceptional, (9)
"Our stay at the farmhouse was beautiful. The best features were the open floor plan, the spacious outdoor deck, and the backyard overlooking the Intercoastal Waterway. It’s just a 5-minute ride to the beach within the community, which is dog-friendly with opportunities for fishing. Plus, the house itself is pet-friendly, which made it even better!"
Cape May Modern Waterfront Farmhouse on Island
Heated pool and spa. Walk to the beach. With elevator.
Outdoor pool, a heated pool

Heated pool and spa. Walk to the beach. With elevator.

10.0 out of 10, Exceptional, (26)
"Excellent Cape May property with perfect amenities. Kitchen had everything needed to make a big family meal and the accommodations were suited for any group. "
Heated pool and spa. Walk to the beach. With elevator.
Beautiful Beach Home in Bayside Resort - Steps to Amenities
Miscellaneous

Beautiful Beach Home in Bayside Resort - Steps to Amenities

9.8 out of 10, Exceptional, (29)
"Nice little weekend stay."
Beautiful Beach Home in Bayside Resort - Steps to Amenities
Pet-Friendly Bayside Retreat with incredible view. Steps to the private beach!
3 bedrooms, travel cot, free WiFi, bed sheets

Pet-Friendly Bayside Retreat with incredible view. Steps to the private beach!

10.0 out of 10, Exceptional, (184)
"Very nice house and quiet surroundings "
Pet-Friendly Bayside Retreat with incredible view. Steps to the private beach!
🔷 Water Front 🔷 Pet Friendly 🔷 Prime Hook Beach 🔷
On the beach

🔷 Water Front 🔷 Pet Friendly 🔷 Prime Hook Beach 🔷

9.8 out of 10, Exceptional, (107)
"Great location for our getaway. Quiet and peaceful. Just what we needed. Felt like we had the beach to ourselves."
🔷 Water Front 🔷 Pet Friendly 🔷 Prime Hook Beach 🔷
♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎
Exterior

♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎

9.8 out of 10, Exceptional, (176)
"Very nice property! Short walk over a small dune to a great stretch of beach that was beautiful and not crowded. Home was well appointed and very pet friendly. "
♦︎ Waterfront ♦︎ Pet Friendly ♦︎ Broadkill Beach ♦︎
Rehoboth By The Sea - Beachfront - Renovated 5 bdrm townhouse - Fantastic Views!
Interior

Rehoboth By The Sea - Beachfront - Renovated 5 bdrm townhouse - Fantastic Views!

10.0 out of 10, Exceptional, (12)
"Location is great, the stay was very comfortable and property manager was easy to work with."
Rehoboth By The Sea - Beachfront - Renovated 5 bdrm townhouse - Fantastic Views!
Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!
Property grounds

Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!

9.8 out of 10, Exceptional, (75)
"This house was great and perfect for my sister's bachelorette party. The single floor plan and the big open living room was perfect to have a group of girls gather. Maria was a great host and helped us get back items that were forgotten at the house. She was understanding and communicated quickly with us to get it resolved. I recommend Maria's property when visiting Dewey for large groups."
Beautiful Home with a 3-Night Weekend Option and NEW POOL for 2025!
Perfectly Situated, Beautifully Renovated, Very Short Walk to Beach and Mall!
Fridge, microwave, oven, stovetop

Perfectly Situated, Beautifully Renovated, Very Short Walk to Beach and Mall!

10.0 out of 10, Exceptional, (90)
"We enjoyed the family time in a beautiful setting."
Perfectly Situated, Beautifully Renovated, Very Short Walk to Beach and Mall!
Walk to the beach from this cozy birder cottage! 3beds, 2ba
Terrace/patio

Walk to the beach from this cozy birder cottage! 3beds, 2ba

9.6 out of 10, Exceptional, (13)
"We really enjoyed our fall getaway here. If you love walking and biking, this neighborhood is great. It is also close to Sunset point which is wonderful to visit too. "
Walk to the beach from this cozy birder cottage! 3beds, 2ba
BELLE OF THE BEACH - 4BD, 2.5BA - Sleeps 16 - Short walk to Bay!
Aerial view

BELLE OF THE BEACH - 4BD, 2.5BA - Sleeps 16 - Short walk to Bay!

9.6 out of 10, Exceptional, (13)
"Kitchen, living room and dining room were spacious, but kitchen is missing some important utensils. We enjoyed the upper deck and screened in porch. There were nice walkways to an uncrowded beach. Only a short distance to the ferry and Cape Henlopen State Park."
BELLE OF THE BEACH - 4BD, 2.5BA - Sleeps 16 - Short walk to Bay!
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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Other property types in Milton

Cozy Coastal Cottage with bike trail access. Only minutes from Downtown Lewes!
Fridge, microwave, oven, stovetop

Cozy Coastal Cottage with bike trail access. Only minutes from Downtown Lewes!

10.0 out of 10, Exceptional, (24)
"Came here last year, large property, comfortable and easy."
Cozy Coastal Cottage with bike trail access. Only minutes from Downtown Lewes!
The Sandpiper Beach Club
Beach/ocean view

The Sandpiper Beach Club

4.0 star property
9.4 out of 10, Exceptional, (318)
"Staff was very friendly. Location perfect. Very clean hotel. My only complaint the bed was very uncomfortable and seemed to tilt at the head area we found the couch to be more comfortable to sleep on. "
The price is AU$313
includes taxes & fees
23 Mar - 24 Mar
The Sandpiper Beach Club
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
Indoor pool, a heated pool

Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access

10.0 out of 10, Exceptional, (36)
"We just enjoyed a great vacation with 6 adults and 6 young kids. The pictures truly do not do this place justice. The indoor pool area is jaw dropping. It’s such a huge incredible space. The temps were freezing outside but inside the pool area it felt like we were in our own tropical resort. There’s plenty of room in the other parts of the house with multiple TVs and games to keep all ages happy. Chad is an extremely nice guy that walked me through the pool operation and was very helpful...
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
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.