Tiptoe Vacation Rentals

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Our top choices for Tiptoe vacation rentals

⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi
Parkstone
9.4 out of 10, Exceptional, (14 reviews)
"Very clean apartment close to near by amenities I would recommend if visiting Poole "
United States
Chris B.
The price is CA $125
CA $244 total
includes taxes & fees
May 18 - May 19
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

The Cabin by NewFo.rest

The Cabin by NewFo.rest
Brockenhurst
10.0 out of 10, Exceptional, (3 reviews)
"just the amount of space i needed in the place i needed."
United States
John
The price is CA $211
CA $357 total
includes taxes & fees
May 18 - May 19
The Cabin by NewFo.rest

Settle Southampton

Settle Southampton
2.0 star property
Freemantle
10.0 out of 10, Exceptional, (2 reviews)
"I had trouble getting in so I messaged and received a response very quickly Good location Clean room"
United Kingdom
elysha
The price is CA $82
CA $180 total
includes taxes & fees
May 25 - May 26
Settle Southampton

Beautiful Poole House 5 mins to Sandbanks +Netflix

Beautiful Poole House 5 mins to Sandbanks +Netflix
Poole
8.4 out of 10, Very good, (8 reviews)
"Well appointed house. We stayed 2 nights and had a wonderful time. Conveniently located closeby supermarkets and sandbanks beach."
United Kingdom
Namrata R.
The price is CA $141
CA $260 total
includes taxes & fees
May 19 - May 20
Beautiful Poole House 5 mins to Sandbanks +Netflix

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation
Binfield
10.0 out of 10, Exceptional, (1 review)
"Best stay! Very new experience of staying in a boat. Amazing location for public services as well. "
United Kingdom
srini k.
The price is CA $312
CA $354 total
includes taxes & fees
May 18 - May 19
Beautiful 4 Berth Boat on the Isle of Wight for the Ultimate Relaxation

Beautiful 2 bedroom full-furnished semi-detached house with parking

Beautiful 2 bedroom full-furnished semi-detached house with parking
Dibden Purlieu
9.6 out of 10, Exceptional, (7 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is CA $231
CA $262 total
includes taxes & fees
May 18 - May 19
Beautiful 2 bedroom full-furnished semi-detached house with parking

room2 Southampton Hometel

room2 Southampton Hometel
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,216 reviews)
"Friendly staff - great breakfast food options "
United Kingdom
Christian
The price is CA $137
CA $165 total
includes taxes & fees
May 18 - May 19
room2 Southampton Hometel

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is CA $229
CA $302 total
includes taxes & fees
May 21 - May 22
Private Luxury By The Sea

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)

Cosy Cottage by the Sea (1x BIG Master Double Bedroom)
Cowes
10.0 out of 10, Exceptional, (20 reviews)
"This is a lovely old cottage with lots of character. Two minutes walk from the esplanade, and an easy walk into Cowes. Dan was an outstanding host who looked after us very well 😁 Would highly recommend if visiting the Isle of Wight. Spacious bedroom with private facilities, even a log fire for those chilly evenings."
Australia
Barrie
The price is CA $170
CA $199 total
includes taxes & fees
May 28 - May 29
Cosy Cottage by the Sea (1x BIG Master Double Bedroom)

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (24 reviews)
"The property was clean and inviting. Perfect for our family. We really enjoyed our stay!!! "
United Kingdom
malka l.
The price is CA $154
CA $273 total
includes taxes & fees
May 18 - May 19
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Cape 12,

Cape 12,
2.0 star property
Yarmouth
The price is CA $547
CA $656 total
includes taxes & fees
May 21 - May 22
Cape 12,

Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.8 out of 10, Exceptional, (27 reviews)
"The room was great!"
United Kingdom
Ash
The price is CA $200
CA $239 total
includes taxes & fees
May 24 - May 25
Pinnacle Suites

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is CA $207
CA $326 total
includes taxes & fees
May 21 - May 22
Brand NEW 3 bedroom house - garden & parking +wifi

Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (43 reviews)
"The hut was in great condition, with luxurious amenities and amazing views of the countryside. It made for a very peaceful and welcoming stay!"
United States
Paul A.
The price is CA $279
CA $316 total
includes taxes & fees
May 20 - May 21
Luxury shepherd's hut

Stunning 2 bed - free parking -5 min walk to beach

Stunning 2 bed - free parking -5 min walk to beach
Bournemouth
8.8 out of 10, Excellent, (9 reviews)
"Great find. Just what we were looking for, def come back again. "
United Kingdom
Pauline J.
The price is CA $132
CA $251 total
includes taxes & fees
May 18 - May 19
Stunning 2 bed - free parking -5 min walk to beach

Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is CA $121
CA $240 total
includes taxes & fees
May 18 - May 19
Beautiful Couples Retreat - FREE Parking & WiFi

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (6 reviews)
"Apartment was very clean and well equipped, with parking behind the building and very close to pubs, cafe and restaurant along the waterfront. "
United Kingdom
Paul
The price is CA $121
CA $240 total
includes taxes & fees
May 21 - May 22
Modern Apartment -Parking & WiFi

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is CA $586
CA $764 total
includes taxes & fees
May 19 - May 20
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Sailmaker's Cottage

Sailmaker's Cottage
3.5 star property
Lymington
9.6 out of 10, Exceptional, (5 reviews)
"Lovely little cottage close to Lymington town centre Nicely decorated and clean "
United Kingdom
Claire
The price is CA $336
CA $495 total
includes taxes & fees
May 26 - May 27
Sailmaker's Cottage

Brand New 3 Bedroom House -Sleeps 6 - Free Parking

Brand New 3 Bedroom House -Sleeps 6 - Free Parking
Poole
8.8 out of 10, Excellent, (3 reviews)
"Really nice clean and fresh property. Convenient for Dorset."
United Kingdom
keith s.
The price is CA $370
CA $489 total
includes taxes & fees
May 20 - May 21
Brand New 3 Bedroom House -Sleeps 6 - Free Parking
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 Tiptoe Hotel Reviews

Find out more about Tiptoe

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Tiptoe. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Tiptoe?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Tiptoe, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Tiptoe has to offer?

Unique waterside home in stunning location.: You might want to consider this vacation home rental near Tiptoe, which is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Tiptoe?

Expedia has 4 vacation rentals for your stay in Tiptoe.

What’s there to see and do in Tiptoe?

Explore the area and family-friendly sights such as The Needles Landmark Attraction, or get out into nature at a spot like New Forest National Park. Other popular places to visit in the area include Southampton Cruise Terminal and Poole Harbour.

What’s a vacation rental in Tiptoe like?

A vacation rental is a private property you can stay in for a long or short time in Tiptoe. Vacation rentals feature amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family getaway.