A gravel path through a lush green landscape with dense vegetation on either side.

Tiptoe Vacation Rentals

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Our top choices for Tiptoe vacation rentals

1. 4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"Excellent, will definitely be back, bedding and towels provided, great location, excellent communication "
United Kingdom
Claire
The price is CA $188
CA $292 total
includes taxes & fees
Sep 18 - Sep 19
4thedome

2. Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (43 reviews)
"We had the best stay in this beautiful shepherds hut. The location was perfect, the position of the shepherds hut allowed for guest privacy while also offering wonderful views and outdoor space. The accommodation was perfect with everything you could need. Would highly recommend. "
United Kingdom
Hayley M.
The price is CA $287
CA $326 total
includes taxes & fees
Sep 6 - Sep 7
Luxury shepherd's hut

3. Unique detached holiday cottage, Hampshire

Unique detached holiday cottage, Hampshire
Sopley
9.8 out of 10, Exceptional, (83 reviews)
"Great place for a short stay"
United Kingdom
Keiron D.
The price is CA $191
CA $291 total
includes taxes & fees
Sep 7 - Sep 8
Unique detached holiday cottage, Hampshire

4. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.8 out of 10, Excellent, (8 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is CA $89
CA $191 total
includes taxes & fees
Sep 27 - Sep 28
Settle Southampton

5. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,316 reviews)
"Great place to stay on the way to our cruise…would definitely recommend!!"
Canada
Shelly
The price is CA $157
CA $189 total
includes taxes & fees
Sep 7 - Sep 8
Second Nature Southampton

6. Pendene - Countryside View

Pendene - Countryside View
Hinton
10.0 out of 10, Exceptional, (5 reviews)
"A lovely property in a great location, pet friendly and perfect for a family of four"
United Kingdom
Judith B.
The price is CA $508
CA $555 total
includes taxes & fees
Sep 1 - Sep 2
Pendene - Countryside View

7. Cranborne House - Campus Accommodation

Cranborne House - Campus Accommodation
2.0 star property
Bournemouth City Centre
5.6 out of 10, (4 reviews)
"Friendly staff happy to help"
United Kingdom
Benji
The price is CA $64
CA $142 total
includes taxes & fees
Sep 8 - Sep 9
Cranborne House - Campus Accommodation

8. Herons Nest

Herons Nest
3.0 star property
Lymington
Herons Nest

9. A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking

A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking
Ringwood
10.0 out of 10, Exceptional, (13 reviews)
"very modern and clean accommodation local to shops and bars"
United Kingdom
Donna E.
The price is CA $314
CA $422 total
includes taxes & fees
Sep 17 - Sep 18
A stroll to Ringwood, near to New Forest & South Coast Beaches. Private Parking

10. New Forest National Park Studio @Forest Palms

New Forest National Park Studio @Forest Palms
Hyde
10.0 out of 10, Exceptional, (10 reviews)
"We had a fabulous time at New Forest Palms. Super clean and modern apartment with all you need nearby! Pubs, food, wild horses. 😊"
United Kingdom
Hazel D.
The price is CA $216
CA $294 total
includes taxes & fees
Oct 1 - Oct 2
New Forest National Park Studio @Forest Palms

11. The Perk Inn, Cosy & Secluded Garden Lodge

The Perk Inn, Cosy & Secluded Garden Lodge
Poole
The Perk Inn, Cosy & Secluded Garden Lodge

12. Funky Apartment - 5 minute walk to the beach!

Funky Apartment - 5 minute walk to the beach!
Westbourne
10.0 out of 10, Exceptional, (4 reviews)
"Was a pleasant stay "
United Kingdom
Maitri A.
The price is CA $139
CA $262 total
includes taxes & fees
Sep 6 - Sep 7
Funky Apartment - 5 minute walk to the beach!

13. Stunning Apartment - 5 minute walk to the beach!

Stunning Apartment - 5 minute walk to the beach!
Bournemouth
9.8 out of 10, Exceptional, (7 reviews)
"Really apartment, great location."
United Kingdom
Sukarman
The price is CA $102
CA $224 total
includes taxes & fees
Sep 2 - Sep 3
Stunning Apartment - 5 minute walk to the beach!

14. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
6.4 out of 10, (8 reviews)
"No Air conditioning! Bar under with loud party all night long. Windows open for air. You book this room only if you want to party. Otherwise you will be kept up all night long. 90 degrees outside and hotter inside do to restaurant ovens directly under room. It was the worst experience. Jet lag turned into nightmare 😫"
United States
BRIAN
The price is CA $248
CA $297 total
includes taxes & fees
Oct 1 - Oct 2
QE2 Loft Apartments

15. 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, (13 reviews)
"Accommodation was beautifully clean and well equipped in a great location. "
United Kingdom
Julie P.
The price is CA $268
CA $302 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful 2 bedroom full-furnished semi-detached house with parking

16. Beautiful Poole House 5 mins to Sandbanks +Netflix

Beautiful Poole House 5 mins to Sandbanks +Netflix
Poole
7.6 out of 10, Good, (9 reviews)
"Well appointed house. We stayed 2 nights and had a wonderful time. Conveniently located closeby supermarkets and sandbanks beach."
United Kingdom
Namrata R.
Beautiful Poole House 5 mins to Sandbanks +Netflix

17. Stunning Secret Studio - Beach Retreat - Sleeps 4

Stunning Secret Studio - Beach Retreat - Sleeps 4
Westbourne
10.0 out of 10, Exceptional, (2 reviews)
"Stayed for one night with my little dog and was perfect base. Close to the beach, "
United Kingdom
Joanna
The price is CA $102
CA $224 total
includes taxes & fees
Sep 2 - Sep 3
Stunning Secret Studio - Beach Retreat - Sleeps 4

18. The Happy Hut

The Happy Hut
2.0 star property
Christchurch
10.0 out of 10, Exceptional, (1 review)
"Lovely little secluded place, perfect for staying over with a wedding at Sopley Mill. Place was beautiful, surrounded by trees and lovely little touches within the property. Thank you :)"
United Kingdom
Bethan
The price is CA $558
CA $670 total
includes taxes & fees
Sep 18 - Sep 19
The Happy Hut

19. 1 bedroom accommodation in Burgate, near Fordingbridge

1 bedroom accommodation in Burgate, near Fordingbridge
Burgate, near Fordingbridge
10.0 out of 10, Exceptional, (11 reviews)
"Perfect for a weekend away."
United States
Angela Horn
The price is CA $284
CA $284 total
includes taxes & fees
Sep 23 - Sep 24
1 bedroom accommodation in Burgate, near Fordingbridge

20. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (40 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $233
CA $279 total
includes taxes & fees
Oct 1 - Oct 2
Pinnacle Suites
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?

Idyllic Seaside 2bed bungalow Beautiful views Free Wi-Fi Discount ferry crossing: Visitors like this Tiptoe vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

How many vacation rentals will I find in Tiptoe?

Expedia has 3 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. In the larger area, you’ll find Southampton Cruise Terminal and Barton-on-sea Beach.

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.